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Rating
5from
This podcast has
156 episodes
Language
EnglishPublisher
Aaron GordonExplicit
No
Date created
2023/11/07
Latest episode
2026/10/21
Average duration
29 min.
Release period
7 days
Description
Keep Hustling with Aaron Gordon (aka @nyriskadvisor) inspires listeners to keep hustling everyday. Guests are pushed to get past their WHY to the HOW. Episodes focus on the personal and professional challenges and successes of guests and the importance of embracing the hustle to overcoming challenges.
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Anonymity and Hustle with The Salty Adjuster
2026/10/21
In this episode of Keep Hustling, host Aaron Gordon does something he has not done in 156 episodes. He interviews a guest he cannot see, whose voice has been altered, and whose name he does not know. The Salty Adjuster is a career catastrophe claims professional who launched a podcast in May 2026 and was inside Apple's Top 100 in the Careers category in two countries within the first month, without ever revealing an identity. The anonymity started as job protection and turned into the product. With nothing to run past HR or legal and no corporate image to protect, the show calls itself the claims conversation unfiltered, and Aaron digs into what that freedom actually buys. They get into what the public gets wrong about claims adjusters, why a claim is a legal contract rather than a payday, and the two hardest days in the work: underpaying someone who deserved better advice, and paying someone who did not deserve it at all. The Salty Adjuster also explains the strange math of a double life, where a side hustle nobody at work can know about gives back more energy than the day job takes.
Get To Know The Salty Adjuster
There is no personal bio for this guest, and that is by design.
The Salty Adjuster is a career catastrophe claims professional who hosts anonymously. The identity stays hidden for employment reasons, because the day job employer does not know the podcast exists. Aaron has never met the Salty Adjuster and would not recognize the Salty Adjuster on the street.
The show is the claims conversation, unfiltered. It blends humor, hard-earned wisdom, industry insight and authentic storytelling about the people and issues shaping claims, with conversations spanning catastrophe response, careers, leadership, burnout, technology, mental health and the very human work of helping people recover after loss.
It launched in May 2026 and found its audience almost immediately. Within its first month on the air it ranked among the Top 100 Apple Podcasts in the Careers category in both the United States and Canada, a category with more than 12,000 shows. Listeners now tune in from more than 32 countries, and the audience runs across adjusters, carrier and TPA professionals, restoration experts, insurance leaders and entrepreneurs. In October 2026 the show was named a finalist for the 2026 Signal Awards in the Best Trailer category.
Guests have included Bryan Falchuk, best-selling author and President of PLRB; Meg McKeen, founder of Adjunct Advisors; workplace mental health leader Cal Beyer; Chris Luiz, CEO of Scout InsurTech; Laurel Jordan of Datos Insights; Tony Cañas of Insurance Nerds; and two names Keep Hustling listeners already know, Michael Balarezo from episode 149 and Curtis Goldsborough, LO$$ RATIO, from episode 75.
The show is produced by CoVerse Communications, founded by executive producer Brett McKenzie, the Producer Brett referenced throughout this episode. The team also includes associate producer Heather Blevins, known in the industry as The Insurance Rebel, assistant producer Sophia Fouse, Dan Jackson on creative and production, and visual designer Quinn McGowan.
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3 Key Listener Takeaways
1. Going around the box beats living inside it. Most people hear the rules and ask how much of their idea will survive them. The Salty Adjuster treated the corporate guardrails as irrelevant rather than binding and built the thing anyway, just without a name attached. Aaron calls that a unique spin on the hustle, and the key is that nothing about it is dishonest or illegal. It is simply a refusal to accept that the only options are permission or silence.
2. Nobody in claims is trying to beat you. The line that should travel furthest out of this episode is that none of it is personal. Claims have been paid to people the adjuster would never socialize with, and denied to people the adjuster genuinely liked. The best possible outcome is nothing out of your pocket beyond the deductible and nothing extra into it either, because being made whole is the entire job.
3. The right side hustle pays you back in energy. The usual assumption is that a second pursuit drains the first. Here it runs the other way. A recording day that starts with exhaustion ends with enough momentum to carry the rest of the workday, which is why the show survives alongside a full claims workload instead of competing with it.
Show Overview
00:00 A different kind of episode, and Aaron's disclaimer
02:03 Building something big with no spotlight on you
03:08 Aaron's producer Brett conspiracy theory
03:59 Team sports, a creative outlet, and employment reasons
04:38 The webcam question nobody wanted to think about
05:10 The freedom of never running it past HR or legal
05:49 Does your employer know you have a podcast
06:25 The kid who still wants to touch the hot stove
07:36 Three thousand people listen, and this meeting is about a file note
08:50 Everyone likes a good mystery
10:29 The parameters are not relevant, I will go around the box
11:15 What the public gets wrong about claims adjusters
11:44 A policy is a legal contract, not a payday
14:24 The underinsured total loss that could not be fixed
15:22 The mold that supposedly grew in eight hours
16:10 The angry text, and the homeowners who hug you in the ashes
17:15 Have we ever met
17:49 The team behind the show and a Signal Awards nod
21:27 The lamest superhero ever
22:30 When the side hustle hands the energy back
23:44 The way out is through
24:06 keep hustling
The Chaplain's Hustle with Harland Merriam
2026/10/15
In this episode of Keep Hustling, host Aaron Gordon sits down with Harland Merriam, a Presbyterian pastor, a retired Army colonel with thirty two years of service, a real estate investor, and the author of Profit Seeks Purpose. Harland has spent a career asking people the questions they tend to avoid, and he has a name for the one that stops successful people cold. I have achieved everything I set out to achieve, so is this all there is? The conversation keeps circling back to an idea Harland calls the pause. Not quitting and not slowing down for its own sake, but stopping long enough to ask why am I doing this and who am I becoming, then letting the answer set the next direction. Aaron and Harland work through what the military teaches about trust and commitment, why a purpose can hold steady while an identity keeps changing, and what happens to a person whose entire sense of self is their job when the job goes away. Harland also explains why he facilitates a weekly mastermind of accomplished entrepreneurs, a room built for the doubts nobody posts on LinkedIn.
Get To Know Harland Merriam
Harland Merriam is an author, entrepreneur, coach, and Presbyterian pastor with more than fifty years of experience helping people discover purpose, develop character, and lead with integrity.
After decades of ministry, military chaplaincy, and leadership, Harland entered the world of multifamily real estate investing, where he discovered that many successful entrepreneurs share the same quiet question: "I've achieved success, but is this all there is?"
That question inspired his book, Profit Seeks Purpose, and continues to shape his work today.
Harland now brings together faith-driven entrepreneurs in small mastermind communities where they find clarity, encouragement, accountability, and the courage to take their next faithful step. His passion is helping leaders build businesses that not only create profit but also bless people, strengthen communities, and leave a meaningful legacy.
He served in the Army Chaplain Corps with both Reserve and Active Duty units across thirty two years, achieving the rank of Colonel and finishing his military career as Division Chaplain in the 90th and the 75th Divisions. As a Presbyterian minister he led congregations in Martinsville, Virginia, Raleigh, North Carolina, Dallas, Texas, and Beaumont, Texas. He is also a graduate of Stetson University, where he majored in Mathematics and Physics, and where he now serves as University Chaplain. His real estate work includes a local portfolio of rental properties and a syndicated 129 unit apartment complex in Tallahassee, and he leads a monthly meetup that teaches local investors how to invest wisely and ethically. He and his wife Barbara, whom he has known since kindergarten, live in DeLand, Florida.
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3 Key Listener Takeaways
1. The pause is part of the hustle, not a break from it. Harland makes the case that the adjustments that matter almost always arrive after a deliberate stop and a hard question. Why am I doing this, and who am I becoming? Hustling harder in a direction you have never questioned is just passing time with more effort.
2. Your purpose can hold steady while your identity keeps changing. For years Harland answered the question of who he was with his title, chaplain and pastor. When the uniform came off, the purpose of serving people did not disappear, it expanded. Aaron and Harland agree that it is fine to define yourself by your work, as long as the work is not the only thing holding your purpose up, because careers end and purpose should not end with them.
3. Doubt belongs in the room. Quoting his friend Rabbi Hyman, Harland offers that faith and doubt are two sides of the same coin and you cannot have one without the other. That is the reason he facilitates a weekly mastermind of highly successful entrepreneurs, a space built for the failures, the errors, and the questions that never make it into the LinkedIn version of a life.
Show Overview
00:00 Meet Harland Merriam
00:42 Thirty two years of military service
01:40 The one word behind all of it
02:49 The pause and the question that redirect a life
03:12 What the military teaches about commitment
04:13 A mission bigger than today
05:02 Trusted with everything at twenty one
07:11 University chaplain, fifty years older than his students
08:07 Purpose stays, identity evolves
09:23 How to commit when purpose keeps changing
11:35 Taking off the uniform and expanding the purpose
12:09 The first chapter, a man who turns outward
13:54 Rabbi Hyman on faith and doubt
14:42 A mastermind where the LinkedIn mask comes off
16:05 Complete does not mean perfect
20:11 When the job becomes the whole purpose
22:20 Two 14ers in Colorado with his son
23:17 Profit and purpose need each other
24:20 Harland's closing quote
Pause, Pivot and Hustle with Dr. Bill Sodeman
2026/10/08
In this episode of Keep Hustling, host Aaron Gordon sits down with Dr. Bill Sodeman, a business coach in Toledo who spent more than thirty years inside dotcoms, nonprofits, and universities before building a business of his own. Aaron opens by reading a line from Bill's bio, an unwavering commitment to excellence, and asking where it comes from. The answer goes back to graduate school in the eighties and nineties and W. Edwards Deming's work on continuous improvement, the ideas Detroit passed on and Toyota and Honda built an era on. Aaron then catches something in how Bill talks about slowing down. Bill never says stop, he says pause, and Aaron names why that matters: a stop means you quit, while a pause still leaves room for a pivot. Bill makes the case for five or ten minutes of Lego as a real reset, explains why vacation is when he gets most creative, and tells the story of the art student who found better ways to be creative in business school than in the studio. He also has a question he puts to his students. Forget what could go wrong, what happens when everything goes right?
Get To Know Dr. Bill Sodeman
Bill Sodeman earned a Ph.D. in Strategic Management and Information Systems from the University of Georgia. He holds an MBA from Rollins College, and a BA in Studio Art from the College of William and Mary. He has served in a number of leadership roles during his 30 plus year career in dotcoms, non-profits, and higher education. His roles included Chief Information Officer, Chief Learning Officer, and Faculty President. As a management and information systems professor, and as a published author, he has examined topics such as the use of artificial intelligence and big data in human resources management; corporate innovation; ESG investing; and stadium naming rights agreements.
In early 2025, Bill established a Focal Point Business Coaching franchise in the Toledo area, in pursuit of his lifelong goal of building his own business. As a consultant and Focal Point Certified Business Coach, Bill advises and supports business owners and executives to achieve results they otherwise could not achieve on their own. His areas of expertise include leadership development, strategic planning and implementation, continuous improvement, emotional intelligence, coaching, mentoring, corporate training, and stakeholder management.
Bill works with pro bono clients at non-profit organizations, and is a board member for the International Veterinary Organization. He works out daily, and has competed in many running events, including an ultramarathon and several marathons. He likes to travel around the world, and continues to pursue his interests in urban architecture and photography.
His motto is "Ite Inflammate Omnia."
Website - https://billsodeman.focalpointcoaching.com/
Coaching Profile - https://focalpointcoachingohio.com/coaches/bill-sodeman/
LinkedIn - https://www.linkedin.com/in/billsodeman/
3 Key Listener Takeaways
1. A pause is not a stop. Bill never uses the word stop, he uses pause, and Aaron is the one who names why that distinction carries weight. A stop means you quit. A pause leaves every option open, including going back the same direction with more energy or turning a full one hundred eighty degrees. Aaron takes it one step further: thirty seconds of thinking before you fall asleep can change the direction of a life, and the people who treat the world as only stop or go are the ones who never reach the next level.
2. Continuous improvement is the whole game. The philosophy Bill picked up in graduate school is simple and almost nobody runs it. Do not wait for something to break before you make it better. You do not have to be at the top of your industry's technology, Aaron notes, you just cannot afford to be at the bottom, and the only way to stay off the bottom is to keep adjusting while things are still working.
3. Prepare for success, not just for failure. Bill calls it the lottery question. Nobody wakes up expecting to win, so when something enormous actually lands, people are unprepared for it. He trains students to ask what happens when everything goes right, because the person who assumes they will fail gets blindsided by their own win, while the person who has already pictured it can act the moment it arrives.
Show Overview
00:00 Meet Dr. Bill Sodeman
01:05 Where continuous improvement came from, Deming and Toyota
02:02 Why everyone says it and almost nobody does it
03:17 What losing your leverage looks like
03:52 Thriving in a world that will not slow down
04:21 Time blocking, journaling, and the Pomodoro timer
05:08 Why Bill says pause and never says stop
05:44 The AI device Aaron wants in his shower
06:08 Aaron on why a pause still allows a pivot
07:24 The case for five or ten minutes of Lego
09:05 If I retire, I expire
09:45 Aaron's client and the idea born on a honeymoon
11:32 The art student who got more creative in business school
13:10 A childhood on the move and twelve years in Honolulu
13:39 A dot com in Texas, a nonprofit in Massachusetts, teaching in three more states
14:09 Building a network from scratch in Ohio
16:35 Stay positive, and the cynic who flipped the script
17:31 Forget what could go wrong, what happens when everything goes right
18:32 The lottery question and why nobody prepares to win
20:41 Bill's closing quote, Winston Churchill
The AI Hustle with Jason Wright
2026/10/01
In this episode of Keep Hustling, host Aaron Gordon sits down with Jason Wright, founder of Intentionally Inspirational and an early adopter who was testing AI inside ActiveCampaign five or six years ago, well before most people had heard of ChatGPT. The feature was predictive sending, it beat regular sends by four to seven percent, and nobody cared at the time. What makes the conversation useful is that Jason has since talked himself down. Back in March he was telling everyone to get on the bandwagon or get left behind, working harder than he ever had in his life. Then he noticed that nothing goes straight up forever. His position now is narrower and more honest: AI is excellent where the answer is black and white, and useless where it is not. Ask it how many ounces are in a pound, not how to fix your marriage. From there they get into his book on crushing fear and self-doubt, the choose-your-hard argument for betting on yourself, and a long detour into cigars and bourbon that turns out to be about the same thing. He closes with four words: go or get off the pot.
Get To Know Jason Wright
Jason Wright is the founder and CEO of Intentionally Inspirational, the marketing and automation agency he launched in 2015. He did not start out as an AI guy. He started out as an entrepreneur who was tired of watching good businesses fail because of bad marketing.
It was not his first business. His first taste of entrepreneurship came at fourteen, running lawn care and landscaping, with more fishing tackle as the motivation. He was told to go to college, get a degree, and get a real job, so he did. After seven years in corporate America, he had enough for one lifetime.
He built Intentionally Inspirational on one belief: that small businesses and entrepreneurs deserve the same quality of marketing that big companies pay millions for. The difference, as he puts it, is that they actually do the work themselves. No white labeling, no outsourcing to an overseas team, no faking it until they make it.
Over the past ten years the agency has worked with more than 725 accounts across ActiveCampaign, GoHighLevel, MailChimp, ConvertKit and others, building hundreds of funnels, running Meta ad campaigns, and setting up email automation systems for service businesses.
Then AI showed up and changed everything. A few years back they were dabbling with machine learning features inside ActiveCampaign, well before the current wave. When it became clear this was not just hype, they went all in. Today the work comes down to two things: fixing the offer and filling the calendar with qualified leads, with AI and automation as the method rather than the point.
He is the author of The Backwards Route To Forward Progress: 7 Solutions For Crushing Fear, Self-Doubt and Limiting Beliefs. He also hosts the Intentional AI Daily podcast, where he shares practical AI strategies, real world workflows, and honest takes on where the technology is headed. He runs the Smoke, Flow & Grow community on Skool, where cigars, smoked meat, bourbon and a little bit of business get discussed around the fire pit. With his wife he recently launched Bluebird Keepsakes, making personalized keepsakes on three lasers. He lives in St. Marys, Georgia.
Website - https://intentionallyinspirational.com/
LinkedIn - https://www.linkedin.com/in/thejasonwright/
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3 Key Listener Takeaways
1. Put AI in its lane. Jason's test is whether the answer is black and white. Numbers, analysis, a screenshot of a program you have never opened, how many ounces are in a pound while you are cooking. All of that it handles instantly. Ask it about your marriage and you are, in his words, asking a pizza for advice. It can also argue with you convincingly while being wrong, so run everything past your own logic test.
2. Choose your hard. His answer to anyone stalling on a leap. You can live a hard life from trying something and having it fail, or a hard life working for somebody you hate inside a safe and miserable job. Either way it is hard, so pick the version you would rather be living. He has failed more times than he can count, and his wife stopped counting the business ideas a decade ago.
3. Culture is not a waste of time. The cigar lounge is what Jason calls the great equalizer, where a blue-collar guy and somebody extraordinarily wealthy sit next to each other and nobody cares who anybody is. Aaron adds the part that makes it rare: forty-five minutes where nobody reaches for a phone. Find your version, whether that is a fire pit, a fishing boat, or a golf course, because the ideas tend to show up there.
Show Overview
00:00 Meet Jason Wright
04:29 Cigars, bourbon, and business around the fire pit
08:19 Where AI helps, and the lasers at Bluebird Keepsakes
10:45 Getting AI to explain fourth grade math
15:34 Choose your hard
17:41 The cigar lounge as the great equalizer
22:11 What to smoke if you are just starting
26:07 Why culture changes your business life
28:01 Wrapping up with listener engagement
The Identity Hustle with Dr. Denise Nussbaum
2026/09/24
In this episode of Keep Hustling, host Aaron Gordon reaches Dr. Denise Nussbaum in Maui, where she has lived for ten years and has not left the island since 2019. She spent more than two decades as a professor and department chair studying inequality, identity, and trauma, and she walked away in 2016 when, as she puts it, the job shifted from teaching students how to think to teaching them what to think. That opens the episode: AI in the classroom, the software built to catch it and the software built to beat that software, and her standing challenge to students to walk into the building across campus called a library. Aaron pushes back usefully, arguing the tools should buy us time to think rather than excuse us from it. From there they get into her research years and a frank stretch on how the conversation around inequality has shifted since the nineties. The last third is the strongest. Identity, why most people never examine theirs until it is threatened, family you choose rather than inherit, and the question she says every twentysomething should ask in the mirror: who are you really?
Get To Know Dr. Denise Nussbaum
Dr. Denise "Neesey" Nussbaum is an author, sociologist, designer, and community advocate whose work is shaped by a lifelong curiosity about the forces that influence human lives: power, belonging, trauma, resilience, and the choices we make when pushed to our limits.
She earned her Ph.D. in Sociology in 1999 and spent more than two decades at Mt. San Jacinto College in Southern California, where she served as a Professor and Department Chair. Throughout her academic career, she taught and mentored hundreds of students, encouraging them to think critically about social inequality, prejudice, human behavior, and the lasting effects of trauma. These themes continue to influence both her storytelling and her community work.
Her debut novel, The Ashes Know Her Name, combines the tension of a global thriller with a deeply human exploration of survival, identity, and the consequences of the past. Her writing draws on her sociological perspective to create characters and conflicts rooted in real-life complexity.
Denise is also the founder of Aloha Ranch, established in 2019 to support houseless and vulnerable families in West Maui. With more than 40 years of experience working alongside marginalized communities, she brings compassion, insight, and a commitment to helping people rebuild their lives.
Through her writing and service, Dr. Nussbaum explores not only what happens to people, but what happens because of what happens to them.
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3 Key Listener Takeaways
1. Learn how to learn, not just what to learn. Her worry is not that AI exists. It is that AI makes intellectual laziness effortless. Her fix is unglamorous: do real research, read real books, go find the sources that did not come looking for you.
2. Time saved is only worth what you do with it. Aaron's version is that Waze handed back the hour you used to spend planning a route. Her counter is that dishwashers and washing machines made the same promise in the fifties, and the cup just refilled with more to do. The tool does not decide how that hour gets spent. You do.
3. Ask who you are before something forces you to. Most people never examine their identity, she says, because it is like water to a fish. Invisible until it is threatened. Her question for anyone in their twenties: who are you really, and do you actually like the thing you do every day?
Show Overview
00:00 Meet Dr. Denise Nussbaum
05:33 What to do with the time technology hands back
07:31 Settling arguments with the Encyclopedia Britannica
13:07 Learning the business from his mother
16:39 Why retirement hits male identity hardest
18:56 The girl who changed her name at ten
20:51 The summer the twins went to different camps
24:02 Why the road to resilience runs through denial
The Hustle Soundtrack with Ben Barbic
2026/09/17
In this episode of Keep Hustling, host Aaron Gordon sits down with Ben Barbic, a recording artist, author, and real estate broker out of San Jose, for a conversation that starts with a pile of weight plates. Ben's house burned down in a forest fire when he was five. The plates in the garage were the only thing that survived, so he sandblasted them and lifted with them all through his teens. He still has them. Two years after the family rebuilt, an earthquake took the house again, the day before his tenth birthday. What he pulled out of all that was less toughness than a pattern: build, lose, build back better. It is why a song that does not land is just a reason to write the next one. Aaron and Ben get into finding purpose in pain without pretending to feel good about it, why progress beats goals, and how music became the one place Ben has ever felt fully in control. He closes on the line that has stayed with him for years: the more I practice, the luckier I get.
Get To Know Ben Barbic
Ben Barbic is a recording artist, author, and real estate broker based in San Jose, California. His memoir, Rise & Climb: Finding Purpose Through Pain, is out now. He has closed more than $250 million in real estate through his brokerage, and he has spent decades working across music, fitness, real estate, and personal development.
His music blends reggae and hip-hop. He records and produces out of Where Dreams Sail Studios, where he has worked with reggae legends and with artists nobody has heard of yet, and his songs reach listeners worldwide through streaming playlists. He released an official soundtrack album alongside the memoir, with songs written to match its chapters.
Rise & Climb is written for high performers and for anyone in the middle of rebuilding. Barbic's own rebuilding started early. A forest fire took his family's house when he was five, and the only things that came through it were the weight plates in the garage. He sandblasted them and lifted with them through his teens. Two years after the family rebuilt, an earthquake took the house again, the day before his tenth birthday.
What came out of that was a habit rather than a slogan: build, lose, build back better. He credits a great uncle who was still curious into his nineties with showing him what staying at something actually looks like.
He keeps a daily practice of gym work and mountain climbing, and he has read more than five hundred books. He speaks and mentors people working through hard stretches, and his position is that nobody has to pick one path.
Both of his children are musicians releasing their own work, his son on jazz piano and his daughter as a singer. A song by the three of them has not happened yet, but he says it is in order.
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3 Key Listener Takeaways
1. Harness the discomfort instead of numbing it. Ben's advice for anyone in pain does not start with feeling better about it. The energy inside discontent is usable fuel. The move is to add one small thing you actually want for yourself, a walk, a run, anything, rather than reaching for whatever dulls it. It does not have to be a grand undertaking and you do not have to be happy about it.
2. Progress beats goals. He believes in goals, but he lives on progress, which is why he does not plan on retiring from what he is trying to accomplish. Framed that way, a song that does not land is a reason to make the next one rather than evidence the work was wrong.
3. The more you practice, the luckier you get. His closing quote, and his answer to anyone who calls somebody else's success luck. Keep showing up at the thing and the breaks start arriving. That is not luck. That is volume.
Show Overview
00:00 Meet Ben Barbic
05:55 The moments that shape you before you notice
09:29 Why a setback flips a switch instead of shutting one off
10:27 What to do when you are the one in pain
14:07 Music as the place he goes when life is chaos
18:01 What makes an artist easy to produce
21:37 The emotional spectrum we all share
24:28 The closing quote
Automate the Hustle With David V. Kimball
2026/09/10
In this episode, host Aaron Gordon sits down with entrepreneur and agency founder David V. Kimball to discuss the evolution of curiosity-driven side hustles and how experimentation, failure, and adaptability fuel long-term success. David Kimball shares how his early days building websites and following his interests taught him the value of persistence, even when instant results don't materialize. The conversation covers the importance of automating and outsourcing to free up time for what truly matters, the need for business owners to balance privacy concerns with technological progress, and how "creating more than you consume" can be a powerful catalyst for growth. They touch on the future of AI, responsible automation, and the temptation to over-optimize at the expense of meaningful experiences. David Kimball urges listeners to audit their routines, embrace tools that amplify their potential, and remember that true freedom requires self-discipline. The episode ends with an inspiring quote about moral restraint and an encouragement to always keep hustling.
Get To Know David V. Kimball
David V. Kimball is co-founder and CEO of lilAgents, where he leads strategy, SEO, and content. He is a digital marketer with more than 15 years of experience and a B.A. in Communication from Northwest University. He has led teams across software, staffing, and creative work, with a consistent focus on quality-of-life improvements for non-technical audiences.
Kimball lowers the barrier between people and the tools they need. Sometimes that means showing someone a tool that already exists. Sometimes it means making the tool itself. He is obsessed with process, platform agnosticism, and building new things that people can actually use.
At lilAgents, the agency he co-founded, the team builds AI systems for business owners so their time can go back to running the company and closing deals. Everything the agency builds is owned by the client rather than rented from the firm. The work is designed to compound, becoming more valuable over time instead of more expensive. Kimball describes the model simply: the team are the mechanics, not the landlords.
Part of that work is orchestrating AI agents to build and ship software. Examples of what he has built include award-winning apps that took first place in Netlify's Hot App Summer for shipping 30 open-source tools in 30 days, and first place in the CloudCannon and Astro challenge. He created Vault CMS, which lets writers publish an Astro website from Obsidian and is referenced in Astro's official docs, with 369 stars on GitHub. He also built Astro Modular, a blog theme for people who want a place online that belongs to them without building one from scratch, with 228 stars on GitHub. Across 21 Obsidian community plugins and his other public work, he has 861 GitHub stars. He has presented at Mike Schmitz's Practical PKM community, Hannah Siegertsz's Shipyard, and The Build Exchange, hosted by the AI Institute for Life Improvement in Tacoma.
Before lilAgents, Kimball spent 15 years in tech and marketing, including startup work at Gigster and Virtasant, six years of enterprise work at TrueBlue and Microsoft, and additional agency, indie games, and freelance roles.
He has worked remotely since 2018 from the Pacific Northwest, where he lives with his wife and kids. On his blog he writes about productivity, tech, and whatever he is working on. He builds with AI tools every day.
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3 Key Listener Takeaways
1. Create more than you consume. David drives home the power of shifting from passive consumption to active creation. Build, make, or invent, as a hobby or a new venture, and you unlock unexpected potential and greater fulfillment, regardless of current skill level.
2. Failure is not fatal. Pivot and persist. Aaron and David both stress that setbacks, failed ideas, and experiments are part of progress. The willingness to try, fail, adapt, and keep moving is how personal and professional evolution actually happens. Every misstep can become a stepping stone.
3. Harness curiosity and technology. This episode treats a curious mindset as a competitive advantage. David shows how embracing tools like AI and automation, while understanding their boundaries, helps people and businesses reclaim time for what matters most, keep innovating, and stay ahead in a rapidly changing world.
Show Overview
00:00 Curiosity and the drive to create
06:37 Learning from social media failures
09:37 Challenges of marketing strategies
13:32 Balancing automation and human effort
14:32 Fears and realities of automation
17:39 Privacy and tech solutions
22:59 Internet access and evolving knowledge
27:06 Wrapping up with listener engagement
27:38 Goodbye and encouragement
Catastrophe Hustle with Michael Balarezo
2026/09/09
In this episode of Keep Hustling, host Aaron Gordon sits down with Michael Balarezo to talk through his path from Miami to claims work, Silicon Valley engineering, and a life in Colorado. Michael has seen insurance from both sides of the desk. He started as an all-lines adjuster, then built software for companies that included Google, Amazon, and Disney. In December 2021 the Marshall Fire hit his Boulder home. His family lost nearly everything on the main level and upstairs. The claims and rebuild process that followed felt like a second full-time job for two years.
That experience changed how he treats people in the process and why he co-founded Adjusto, the autopilot for contents claims. He walks through the scramble of evacuation, why the right coverage has to be in place before the smoke reaches the driveway, and how little most consumers are ever taught about their policies. The conversation gets into the hard realities of a claims system built for one house, not a thousand at once, and why the industry needs better tools as disasters arrive every year instead of once a decade. Michael closes with the Galaxy Quest line that became his working rule: Never give up, never surrender.
Get To Know Michael Balarezo
Michael Balarezo is co-founder and CEO of Adjusto. An American software developer, futurist, and insurtech entrepreneur based in Boulder, Colorado, he is building recovery infrastructure for the disaster era.
He has seen personal property loss from every seat. After college he worked claims as an all-lines adjuster, then moved into software engineering in Silicon Valley. He spent eight years in engineering and technical leadership at MightyHive before serving as Global VP of Enterprise Automation at Media.Monks, where he led internal automation and AI strategy.
The Marshall Fire showed him how contents claims break carriers at both ends of the book. Most claims are small, under $5,000, and adjuster time often costs more than the payout. Large losses consume entire teams for months while families wait. When a catastrophe hits, both problems compound. Experienced adjusters get pulled to the fires, and the everyday claims behind them sit and rot in the queue.
That is why Balarezo co-founded Adjusto in 2024 with James Terry and Reid Greer. One platform handles the full severity spectrum. Small claims resolve touchless in hours. Large losses get world-class orchestration backed by the patent-pending FairMatch valuation engine, which pairs adjuster logic with market consumer data, plus TPA-enabled field services. Every claim gets exactly the treatment it needs.
Adjusto Website
LinkedIn
3 Key Listener Takeaways
1. Preparation meets peace of mind. Michael's calm during the Marshall Fire evacuation came from work done early: documenting possessions and understanding the policy before the crisis arrived. Knowing your coverage and keeping it current is the difference between panic and a plan.
2. Empathy from experience. Moving from adjuster to claimant put him inside the stress and emotional swing policyholders live through. Seeing both sides of the process made empathy nonnegotiable, for people in the industry and for anyone catching one of life's curveballs.
3. Never give up, never surrender. Whether you are fighting through an insurance claim or rebuilding after a total loss, the episode lands on persistence, adaptability, and a refusal to quit as the hustler mindset that gets you through adversity.
Show Overview
00:00 Getting into insurance in Colorado
04:53 The role of insurance adjusters
07:25 Understanding insurance for big purchases
11:41 Escaping the wildfire emergency
15:40 Insurance and peace of mind
16:22 Importance of early preparation
22:45 Being open about past roles
25:58 Addressing industry challenges with empathy
27:30 Recognizing outdated claims processes
Hustle with Intention with Mark Lewis
2026/08/27
In this episode of Keep Hustling, Aaron Gordon welcomes Mark Lewis, author of Give a Damn: The Ticket to Cultural Change. They discuss the importance of serving others, the impact of small positive actions, and how empathy and intentional engagement can transform both professional and personal lives. Mark Lewis shares insights from his experience running CEO roundtables, his book's core principles, and how technology is eroding face-to-face interactions. They highlight the value of fostering meaningful connections whether at work, in families, or through community and religion, and address barriers to cultural change including negativity and ego. The episode closes with Mark Lewis's motivational quote: "Individually, you make a difference. Collectively, we change the world."
Get To Know Mark S. Lewis
Mark S. Lewis is CEO of Evolve Media AI, a professional speaker, leadership coach, CEO Roundtable facilitator, and best-selling author of Give A Damn! The Ticket to Cultural Change. He is a senior executive with a proven track record of building, leading, and guiding organizations, teams, and executives through growth, acquisition, and turnaround.
Mark co-founded the first locally owned Internet services company in New Orleans and grew its revenue from zero to nearly $4 million in less than three years. He established three remote branch offices, forged strategic partnerships with local exchange carriers, and helped negotiate the company's sale to a Fortune 1000 firm. He later merged three start-ups into a single entity, driving a 30% revenue increase in just two months, then negotiated the multi-million-dollar sale of that combined company to a wireless Internet provider.
His experience spans leadership coaching, sales and marketing, new business development, strategic planning, finance, and operations across both start-ups and established companies. He has led IBM agent firms in developing sales and marketing plans that improved profitability and designed a successful turnaround strategy that rescued a nonprofit organization from bankruptcy. Since 2014 he has implemented and moderated more than 25 CEO Roundtables.
Mark's contributions have been widely recognized. He was named Technology Leader of the Year in Louisiana by the Governor's Office, selected as the Marshall Klein Entrepreneur of the Year by the Entrepreneurial Organization of Louisiana, and honored as Rising Tide Small Business of the Year in Technology by the New Orleans Chamber of Commerce. In 2023 he was recognized nationally as a Leadership Coach by the Coach Foundation.
Results-oriented and focused on accelerating both growth and fulfillment, Mark continues to help businesses and individuals stay on a clear path to success.
Website
LinkedIn - https://www.linkedin.com/in/mark-s-lewis-053477/
Facebook
Instagram
Buy Mark's Book
3 Key Listener Takeaways
1. Serve Others to Serve Yourself
Mark Lewis shows that lasting success grows from putting the needs of others first instead of chasing personal gain. A mindset of service and empathy leads to deeper personal fulfillment and stronger internal well-being in both business and life.
2. Small Gestures Create Culture
Throughout the conversation Mark demonstrates how simple, thoughtful actions such as saying "please" and "thank you" or holding a door open can lift organizational and personal cultures. These everyday behaviors create a powerful ripple effect that improves relationships, positivity, and even health and happiness.
3. Make Connection a Priority
The episode underscores the cost of letting technology crowd out real interaction. Aaron and Mark both stress the importance of protecting time for authentic, in-person communication through family meals, community involvement, or workplace collaboration so people can build deeper connections and a more balanced life.
Show Overview
00:00 Discovering connected family ties of guest and host in Syracuse
04:31 Improving interpersonal skills
09:13 Thoughtful company culture strategies
12:50 Discussing the importance of the Sabbath
14:58 Link between religion and longevity
17:25 Importance of Religious Legacy
20:19 Justifying wrong actions
24:37 Examining obstacles to happiness
27:35 Podcast sign-off and contact info
Shut Up and Hustle with Paul Mikel
2026/08/20
In this episode of Keep Hustling, host Aaron Gordon sits down with entrepreneur and author Paul Mikel to explore how generosity and relationship-building can become powerful advantages in business and life. Paul shares his journey from waiting tables in Texas to building multimillion-dollar businesses, highlighting moments when simple acts of kindness like tipping well or remembering personal details opened unexpected doors. The conversation digs into the value of giving without expecting anything in return, the "Shut Up and Tip" mindset, and the importance of staying humble and grateful as success arrives. Paul emphasizes that true wealth is measured by the richness of relationships, not just financial rewards. The episode closes with his favorite quote: "Never forget where you came from or you're probably on your way back there," a clear reminder to stay grounded in your roots.
Get To Know Paul Mikel
Paul Mikel is an entrepreneur, business strategist, speaker, and the author of Shut Up & Tip, a book that challenges people to rethink what exceptional service, leadership, and human connection really look like.
For more than 35 years, Paul has built businesses, led sales organizations, developed marketing strategies, and trained thousands of people across multiple industries. His career has centered around one simple philosophy: success isn't created by luck. it comes from serving people at a level most are unwilling to reach.
Throughout his career, Paul has worked with startups, Fortune 500 companies, entrepreneurs, and sales professionals, helping them increase revenue, improve customer experience, and build businesses that create lasting impact. His passion for self-development, leadership, communication, and personal growth has made him a sought-after speaker who believes that every interaction is an opportunity to leave someone's day better than you found it.
Today, Paul is involved in multiple ventures spanning technology, media, entrepreneurship, and business development while also producing podcasts and creating content focused on helping people think bigger, serve better, and live with greater purpose.
His latest book, Shut Up & Tip, is much more than a book about tipping. It's a blueprint for building stronger relationships, creating unforgettable experiences, increasing influence, and discovering that generosity is one of the most overlooked competitive advantages in business and in life.
Whether he's discussing entrepreneurship, customer experience, leadership, sales psychology, personal development, or the future of business, Paul's message remains consistent:
Success follows those who make other people's lives better first.
Instagram
Buy Paul's Book
3 Key Listener Takeaways
1. Generosity as a Hidden Advantage: Practicing genuine generosity builds trust and relationships that often pay unexpected dividends. Paul Mikel shares how consistent acts of kindness, like tipping well or building real connections, opened doors and fueled major business opportunities.
2. Invest in Relationships, Not Just Transactions: Your network grows through authentic interactions. Aaron Gordon and Paul Mikel emphasize that remembering small details about people, from valets to business partners, can pave the way for lasting friendships and crucial business introductions.
3. Keep Hustling and Stay Humble: Never forget where you started. Both Aaron Gordon and Paul Mikel stress that ongoing hustle, gratitude, and remembering past struggles keep you grounded while building the resilience to tackle new challenges and seize future wins.
Show Overview
00:00 Growing up with a giving mindset
04:05 Discussing generosity in business
08:50 Discussing tipping and restaurant wages
11:19 Building relationships for business success
14:11 Building connections through introductions
16:46 Son's car accident help
22:49 Reflecting on personal growth and gratitude
25:01 Reflecting on personal growth
29:01 Talking with Post Malone's manager
32:50 Asking for reviews and feedback
The Heart-Centered Hustle with Jessi Hartnett
2026/08/13
In this episode of Keep Hustling, Aaron Gordon welcomes Jessi Hartnett, author of "Honor Your Heart: A Soulful Guide to Quitting Smoking" and host of the You Can Quit Smoking podcast, to discuss the emotional and spiritual aspects of overcoming smoking addiction. Jessi Hartnett shares insights about how most people start smoking out of a desire for belonging or as a way to cope with grief and emotional pain, emphasizing that addiction often fills a void created by self-worth issues or unmet emotional needs. The conversation explores the importance of understanding these underlying motivations and replacing the habit with healthier ways to meet those needs, highlighting that long-term change relies on personal transformation, self-compassion, and reconnecting with one's intuition. Both speakers agree that quitting is often rooted in emotion rather than logic, and that unlocking a sense of self-worth and personal growth is crucial to overcoming addiction. Jessi Hartnett encourages people to focus on themselves, fill their own cups, and find peace within, quoting Rumi's "A wound is the place where the light enters you" as a reminder that healing and transformation often come from our deepest struggles.
Get To Know Jessi Hartnett
Jessi Hartnett is the author of Honor Your Heart: A Soulful Guide to Quitting Smoking and host of the You Can Quit Smoking podcast. A former heavy smoker who struggled with addiction for 15 years, she now helps others break free by addressing the emotional and spiritual roots of the habit rather than relying on willpower alone.
Jessi teaches that smoking often fills voids created by a need for belonging, grief, low self-worth, or unmet emotional needs. Her approach centers on self-compassion, reconnecting with intuition, and replacing the habit with healthier ways to meet those deeper needs. She believes lasting change comes from personal transformation and learning to "fill your own cup."
Through her book, podcast, and coaching, she shares a heart-centered path to quitting that prioritizes healing and growth over shame or rigid formulas.
Website
Tik Tok
Youtube
Instagram
Buy Jessi's Book
3 Key Listener Takeaways
1. Understand the Emotional Roots of Addiction: The conversation focused on how addiction, particularly smoking, often stems from emotional needs such as belonging, initiation, or coping with grief. Recognizing that addiction is not purely about chemical dependency, but often about addressing deeper emotional voids, can be the first step towards meaningful change.
2. Replace Habits by Meeting Core Needs: One concept discussed was the importance of identifying the true needs that a habit like smoking fulfills—whether it's comfort, self-care, or a sense of rebellion. Approaching transformation means finding healthier ways to meet those needs, using creativity and persistence, rather than simply relying on willpower or logic.
3.Self-Worth Fuels Sustainable Growth: A key theme that emerged was how issues of self-worth and authenticity can act as barriers to breaking unhealthy patterns. The discussion explored how prioritizing self-care and fostering a genuine connection with oneself can empower individuals to achieve peace, drive personal change, and ultimately "keep hustling" towards a more fulfilling life.
Show Overview
00:00 Guest sourcing and discovery challenges
04:57 Cultural reasons behind smoking
08:42 Struggling with smoking addiction
10:52 Teenage rebellion and smoking
15:03 Understanding needs and addiction
18:02 Finding personal motivation
21:50 Starting conversations with curiosity
24:21 Breaking free from harmful habits
27:47 Podcast reviews and social media
Take Ownership, Embrace Hustle with J Reed Durand
2026/08/06
In this episode of Keep Hustling, host Aaron Gordon sits down with J Reed Durand, a highly accomplished Army veteran and leadership expert. Drawing on 40 years of military and professional experience, they dig into the realities of leadership, personal growth, and change management.
J Reed shares hard-won lessons from his journey, including the shift from being led to leading, the power of owning your own development, and his practical Three C's framework: confidence, capabilities, and capacity. The conversation explores the challenges and rewards of adapting to change, the role of discipline, and the courage it takes to step into leadership. Through stories of multiple relocations and varied career assignments, he offers clear, usable advice for anyone who wants to grow and help others grow. Lasting change, he stresses, starts with ownership and consistent training. The episode closes with a favorite motivational line that captures the heart of the discussion: "We don't rise to the level of our aspirations, we fall to the level of our training."
Listeners walk away with actionable insights on leadership, self-improvement, and preparing for change, all in the spirit of Keep Hustling
Get To Know J Reed Durand
J. Reed Durand rose from Private to Chief Information Officer through four decades of frontline leadership in one of the world's largest and most complex institutions, the U.S. Army. Across dual military and civilian careers he guided personal, team, and enterprise level transformations while refining practical, field tested approaches to change in high stakes environments.
After retiring twice he stepped back to examine the patterns behind successful continuous change. From that reflection came the Train to Change series, which blends leadership, psychology, philosophy, and organizational behavior into grounded, immediately usable strategies for personal and professional growth. His first book, Train to Change Phase One Self Mastery, is available worldwide. The follow on eBook, Train to Change Realism, advances the series into Phase Two.
Reed's work bridges theory and lived experience. It offers audiences a disciplined yet deeply human approach to self mastery. His core belief is straightforward: lasting transformation begins with taking ownership of your own development. He helps others understand change, prepare for it, and turn it into a catalyst for growth in an increasingly complex world.
As a change practitioner, years spent in varied roles and locations around the globe, paired with related education and training, gave him a practical understanding of self improvement, goal setting and achievement, continuous process improvement, and leadership. Along the way he developed and refined a repeatable methodology that he consistently applied to his own growth and career. He also used this hybrid approach to initiate, plan, organize, direct, and sustain large scale organizational changes that affected hundreds of thousands of Soldiers, employees, and leaders across the Army.
After his second retirement he distilled those lessons into a self improvement series published with the freedom of an independent author. The insights apply to anyone managing change, regardless of background, location, or destination. In short, this approach works.
Website
Buy Reed's Books
3 Key Listener Takeaways
1. Stepping Into Leadership: The conversation centers on the pivotal moment when someone moves from being led to leading others. Drawing from military experience, J Reed explains that real leadership means accepting accountability, embracing influence, and owning team outcomes. Even small leadership opportunities can open the door to growth and new possibilities.
2. The Three C's of Sustainable Growth: One of the strongest ideas shared is the framework of confidence, capabilities, and capacity. Building self-awareness, pursuing deliberate training, and developing the ability to perform consistently form a practical blueprint for effective leadership and continuous improvement in any environment.
3. Adaptability Over Comfort: A recurring theme is the necessity of change and the danger of getting too comfortable. Embracing constant learning and adaptation, whether driven by technology or life shifts, keeps you relevant and successful. Accepting the flow of life and training for change becomes a clear roadmap for maintaining momentum and thriving in uncertainty.
Show Overview
00:00 Gratitude to a veteran
03:44 Promotion to Sergeant
07:58 Reflecting on a 40-year Army career
11:36 Balancing Confidence, Capability, and Capacity
14:30 Building Confidence for New Routines
17:10 Adapting to tech changes
22:05 Inspiring next-gen leadership
23:32 Assessing Your Current Situation
26:48 Training for Personal Change
The Half Full Hustle with Whitney O'Halek
2026/07/30
Travel writer Whitney O'Halek joins Aaron Gordon on Keep Hustling to share her inspiring journey from growing up in rural Tennessee to exploring the world and overcoming unimaginable tragedy. Whitney recounts how her passion for travel, sparked early by a desire to experience global cultures, became the foundation of her life and marriage. The episode turns deeply personal when Whitney describes losing her husband to choking on a flight home from Egypt, and how that moment catalyzed her mission to help single parents travel. She discusses resilience, the power of purposeful action amid grief, and her decision to continue traveling solo with her young daughter. Whitney delivers practical travel tips, reflects on adaptability, and advocates for anti-choking devices on flights. The episode is packed with motivation on facing adversity, redefining hustle, and finding fulfillment even when life feels half empty.
Get To Know Whitney O'Halek
Whitney O'Halek is a travel writer and storyteller who has spent two decades exploring the world and writing about it. Her journeys began solo, grew with her husband, and later continued as a family. Travel has always been how she processes life, builds connections, and tells honest stories.
In January 2025 her healthy husband passed away mid-flight. In that moment she became a solo parent traveler with an infant, stepping into a life she never planned. Grief changed everything, yet it did not erase her pull toward the world or her determination to show their daughter the places they had dreamed of seeing together.
Today she channels that resolve into Half Full Passport, a resource for single parents, the grieving, and travelers everywhere. She chooses to see the passport as half full rather than life as half empty. Her writing blends practical travel insight with candid storytelling, capturing destinations, everyday moments, and the quiet resilience that surfaces when plans unravel.
With nearly twenty years of experience across blogs, books, and media, Whitney is the author of the Lost and Found series of travel novellas. She has partnered with tourism boards and brands and appeared on podcasts including The RV Destinations Podcast, The Israel Travel Podcast, and The Egypt Travel Podcast. Through it all she continues documenting the reality of moving through the world after loss, inviting others to keep going with open eyes and a full heart.
Website
Instagram
Buy Whitney's Books
Show Overview
00:00 Introduction to Keep Hustling Podcast
04:56 Small town vs. big city perspectives
08:54 Travel mishaps and lost car seat
12:12 Focusing on solo parent travel
15:03 Balancing family with travel goals
17:57 Special time with my daughter
22:27 Finding positivity in challenges
25:15 Finding fulfillment in purpose
28:13 Missing a flight with young kids
30:55 Promoting LifeVac in public spaces
Outwork, Outlearn and Outhustle with Tyler Woodall
2026/07/23
In this episode of Keep Hustling, Aaron Gordon sits down with insurance entrepreneur Tyler Woodall to explore how unconventional hustle and genuine connections can shake up even the most traditional industries. Tyler shares his journey from fresh college graduate to successful agency owner. He explains how doubling down on effort, personalizing client relationships, and embracing technology, such as virtual assistants and AI, fueled his growth. The conversation covers breaking industry stereotypes, the power of deep product knowledge, balancing risk, and finding opportunity in adversity. Tyler closes with a powerful quote: "Don't tiptoe through life to arrive safely at death." It is a challenge to listeners to take calculated risks and carve their own path. This episode offers strong motivation for anyone looking to innovate and redefine hustle in any field.
Get To Know Tyler Woodall
Tyler Woodall, CLCS, is the founder of ScaleOps and AgencyAid. He helps independent insurance agency owners break through operational ceilings and scale profitably without adding in house staff or burning out.
Tyler knows the challenges of running an insurance agency firsthand. He built The WIN Agency from the ground up, navigating every pain point: hiring struggles, backend chaos, piles of quotes, delayed service requests, missed renewals, and nonstop ringing phones. After growing
and successfully exiting that agency, he refined the systems and strategies that worked and created solutions to help others overcome the same obstacles.
Through AgencyAid, Tyler provides fully trained, insurance specific virtual assistants who integrate seamlessly into agency workflows. These professionals handle quoting and service support, billing follow up, renewals, client communication, and essential admin work. This gives owners reliable bandwidth without the overhead of traditional hiring.
Through ScaleOps, he deploys smart AI solutions such as Ava, a 24/7 virtual receptionist that answers calls, captures leads, and routes them instantly. The combination of real people and intelligent automation eliminates missed calls, speeds up response times, lowers operating costs, and elevates the client experience.
The results speak for themselves. Agency owners reclaim more than 20 hours per week, reduce overhead, and accelerate growth. Tyler and his teams have helped over 500 agencies across the country streamline operations, boost revenue, and reclaim their time. His approach is simple yet powerful: real people plus smart AI equals unstoppable growth.
A designated Commercial Lines Coverage Specialist (CLCS), Tyler brings deep industry expertise to every engagement. His mission is clear: fix the broken backends that hold agencies back by providing the people, processes, and tools they need to escape the daily grind and focus on what matters most, building thriving, sustainable businesses.
Website
LinkedIn
3 Key Listener Takeaways
1. Differentiate by Being Yourself: Tyler shows that bringing your unique personality and authentic approach to a traditional industry can be a game changer. By connecting with clients through shared interests, creative interactions, and genuine relationship building, he stands out in a field often known for suits and ties. His energy and individuality prove that being yourself can drive real business success.
2. Outwork and Outlearn the Competition: Success is not just about hustle; it is about technical mastery. Tyler dove deep into industry manuals and policies, doubling down on training and preparation. His story makes it clear that mastering your craft and being willing to do twice what others are willing to do is often the winning formula for building trust and outperforming competitors.
3. Take Calculated Risks and Pivot: Both Aaron and Tyler highlight the importance of chasing new opportunities, whether launching a scratch agency or building a VA staffing business. By hedging downside, preparing for worst case scenarios, and viewing setbacks as catalysts, they demonstrate how calculated risk taking and smart pivots can open exponential avenues for growth and reinvention.
Show Overview
00:00 Catching up with insurance industry friends
06:14 Starting out in insurance sales
08:34 Building relationships with contractors
09:56 Fashion shift in medical industry
13:42 Building rapport in service business
17:30 Building relationships with small gestures
22:11 Personal challenges and life changes
24:35 Exploring new revenue streams
27:51 Encouraging listener engagement
Military Mindset and Jersey Grit with Joe Infante
2026/07/16
In this episode of Keep Hustling, Aaron Gordon sits down with Joe Infante, former member of the US Army's 82nd Airborne Division and a seasoned business consultant. Joe shares how his early struggles and military service transformed his work ethic and outlook. He went from underachiever to Dean's List student and successful entrepreneur. The conversation explores lessons about resilience, the importance of serving others, and how any experience, no matter how tough, can teach valuable skills. Joe discusses leadership, team building, and why hiring complementary strengths is crucial for scaling businesses. He also highlights the evolving work ethic in younger generations and the value of outside mentorship. The episode wraps up with Joe Infante's favorite motivational quote: "The best thing you could do is the right thing. The next best thing you could do is the wrong thing. The worst thing you could do is nothing."
Get To Know Joe Infante
Joe Infante, CEO of Compass Left, is a strategic visionary and transformative business executive who aligns technology, people, processes, budgets, and timelines to drive growth and operational excellence. With a proven ability to identify and resolve organizational deficiencies, Joe builds high-performing teams, streamlines operations, and forges seamless alignment between IT and business units.
A skilled leader with superior analytical, communication, and consensus-building talents, he excels at talent acquisition, strategic implementation, and fostering collaboration across cultures. His military foundation as a US Army 82nd Airborne Division Combat Engineer and Senior Drill Instructor in the 78th Infantry Division (R) reinforces his disciplined approach to leadership and execution.
Joe delivers impact across key areas including M&A and acquisition integration, IT roadmaps, governance, vendor and risk management, business process optimization, strategic partnerships, and cloud/ERP initiatives. He helps organizations accelerate performance and achieve sustainable success.
Website
About
LinkedIn
3 Key Listener Takeaways
1. The Power of Work Ethic: Joe Infante stresses that a strong work ethic and continual forward momentum are foundational to long-term success. Even when starting in hard, unenviable jobs or feeling lost, his story shows that perseverance and not letting others down ultimately build confidence, open doors, and develop a sense of purpose.
2. Embrace and Learn from Every Experience: Joe Infante illustrates how every job, no matter how menial, can teach patience, discipline, and valuable life lessons. By sharing his path from making cinder blocks to military service and business leadership, he encourages listeners to recognize and extract value from each life chapter. Growth often comes from unexpected places.
3. Build Teams for Strength, Not Similarity: Joe Infante highlights the danger of hiring in your own image and the importance of complementary partnerships. Drawing on examples from his businesses, he advocates for identifying your integrator or visionary counterpart to balance strengths, scale effectively, and sustain growth without creating dysfunction.
Show Overview
00:00 Guest introduction and welcome
04:20 Joining the 82nd Airborne
06:35 Discussing the pressure of film sets
09:48 Volunteering with high school entrepreneurs
13:58 Young talent in consulting projects
16:05 Understanding business growth and leadership
22:14 Finding the right business partner
23:21 Learning to Step Back
Podcast reviews
Read Keep Hustling podcast reviews
Jessi Hartnett 2026/04/29
Great listen!
I love how real the conversations are. I feel like I always hear an idea that inspires me to keep growing or to see something a little differently.
Coach Brian Parana 2025/12/12
Can’t Stop Won’t Stop
The "Keep Hustling" podcast, hosted by Aaron, is a valuable resource for entrepreneurs and motivated individuals to keep passing through the challenge...
wareaglefearthethumb 2024/01/18
Great podcast. Phenomnal host
Aaron does a great job with this podcast.
Cbellwall 2023/11/11
Powerful perspective
Far too often we only see triumphs but get no concept of the journey, struggle and sacrifices that got someone there…understanding the hustle is the k...
SeongLife 2023/11/10
Best Podcast Around, must listen
The guy you hear is exactly the same person in real life. Loving father, husband, son and friend. Aaron continues to inspire and continue the family l...
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