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The Art Of Entrepreneurship

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Rating
★★★★★
4.9
from
161 reviews
This podcast has
345 episodes
Language
English
Publisher
Jackie Hermes
Explicit
No
Date created
2021/09/14
Latest episode
2026/10/27
Average duration
16 min.
Release period
7 days

Description

Let's be honest: building a company from nothing is freaking hard. It has been for me. I grew my company Accelity from 0 to 7 figures with no partners and no funding. I'm also a startup mentor, a speaker, and a dedicated mother of three. Welcome to The Art of Entrepreneurship podcast—I’m your host, Jackie Hermes. Listen in as I share all the mistakes I’ve made and, more importantly, what I’ve learned from them, with no fluff, and no rose-colored glasses. The Art of Entrepreneurship is a show where we cut through the BS and dig into what it actually takes to start and grow a business. I’ll be giving unfiltered advice 1 episode per week, up to 20 minute per episode. I want you to walk away from this podcast with the mindset and tools you need to be successful. This podcast is for entrepreneurs, side hustlers, and busy professionals with a short attention span (like me)—you’ll get quick-hitting, actionable information in every single episode. If you give me your time, I promise it won't be wasted. Now let's get to work!

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Podcast episodes

Check latest episodes from The Art Of Entrepreneurship podcast


If you can’t apologize, you’re not a leader
2026/10/27
This episode of The Art of Entrepreneurship is for founders who have the strategy down but still get defensive when feedback gets personal. In the final episode of my lessons to live by series, I’m covering the skills that have nothing to do with strategy: real accountability, getting neutral, apologizing without a “but” and actually receiving feedback. Because if people stop telling you things, you end up flying blind while feeling extremely well informed. Tune in if you’re ready to look at yourself honestly, even when it’s not fun. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Intention and perception (you own both)
2026/10/20
This episode of The Art of Entrepreneurship is for founders and leaders whose good intentions keep landing the wrong way with their team. In part seven of my lessons to live by series, I explain why we judge ourselves by our reasons and everyone else by their behavior, and why your intentions buy you nothing if the other person experienced something different. Owning the gap between what you meant and how it consistently lands is what separates good intentions from good leadership. Tune in if you’re ready to stop defending what you meant and start owning how it lands. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Not striving to be humble
2026/10/13
This episode of The Art of Entrepreneurship is for founders who downplay their wins and talk themselves out of asking for what they’re worth. In part six of my lessons to live by series, I argue that nobody rewards you for staying quiet about what you’ve built. The way you talk to yourself in private decides what you’re able to ask for in public. Tune in if you’re ready to stop being the last person in the room to notice what you’re good at. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
90% and done beats 100% and perfect
2026/10/06
This episode of The Art of Entrepreneurship is for founders whose perfectionism keeps good work from ever shipping. Perfectionism is procrastination that feels like hard work, and nobody notices that last 5% of changes except you. The real gains come from testing, iterating and getting in the reps. Tune in if you're ready to ship at 90% and let real data do the rest. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Trust your gut, then double-check
2026/09/29
This episode of The Art of Entrepreneurship is for founders who follow their gut and want to know when it's instinct and when it's just bias. Your gut isn't magic; it's pattern recognition built from years of experience. But it can also quietly turn your research into a case for a decision you've already made, and that feels exactly like due diligence. Tune in if you're ready to follow your gut on the what and do the work to validate everything else. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Clap for others until it’s your time
2026/09/22
This episode of The Art of Entrepreneurship is for founders who catch themselves comparing their year two to someone else's year thirteen. Comparison shows up whether you feel behind or ahead, and the people who look effortlessly ahead of you are usually hiding just as much as you are. My fix isn't to stop comparing, it's a four-word mantra that lets you feel someone else's win without losing your own. Tune in if you're ready to trade comparison for a mantra that assumes your time is still coming. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
If not this, then something better
2026/09/15
This episode of The Art of Entrepreneurship is for founders who need to believe a setback is making room for something better. I don't hold onto this belief because I'm an optimist; I hold onto it because I know how hard I work to make it true. That's the difference between empty positivity and a mantra that actually moves you forward. When a client leaves or a goal falls through, I ask myself one question: what would better actually look like? Then I go build it. Tune in if you're ready to turn your next setback into an assignment instead of a tragedy. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
You don't get what you don't ask for
2026/09/08
This episode of The Art of Entrepreneurship is about why you have to ask for what you want—because if you don't, the answer is already no. I've used this one mantra to waive college classes, fund my MBA and negotiate raises. Tune in if you're ready to stop hoping and start asking for exactly what you want. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Niche down to scale up w/ Chris Widmayer, Founder and CEO of Penrod
2026/09/01
This episode of The Art of Entrepreneurship is for founders who are scared that niching down means shrinking their business. Going narrow feels like it should shrink your market, until you realize staying a generalist is the bigger risk. My guest Chris Widmayer of Penrod slowed his own company's growth for three years by betting on a single vertical, and that bet is exactly what turned his consultancy into one of the top five healthcare partners in the entire Salesforce ecosystem. Tune in if you're sitting on the fence about going narrow and you want to hear what it actually costs and what it actually gives back. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
The clients I should've said no to (and what an ICP would've told me)
2026/08/25
This episode of The Art of Entrepreneurship is for anyone struggling to connect with the right audience—and struggling to grow their business as a result. We're revisiting one of our most requested episodes: my case for why an ideal customer profile isn't optional, and why saying no to the wrong-fit clients is what actually let us grow. Tune in if you're ready to get selective about who you work with, even when it feels counterintuitive. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
How an agency becomes an extension of your team (not a vendor) w/ Sarah Bielejeski & Sierra Davis of Accelity
2026/08/18
This episode of The Art of Entrepreneurship is for marketers and business leaders who think a strong strategy is enough to make marketing work. I’m chatting with Sarah Bielejeski, our Key Account Director at Accelity, who keeps every stakeholder aligned and the friction low; and Sierra Davis, our Marketing Account Manager, who builds the processes that carry a project from kickoff all the way through to results. We talk about why senior stakeholders who all think they know marketing can quietly stall a plan, how a client that hasn't aligned internally will hand you five different definitions of success, and why reporting only the wins instead of the misses is the fastest way to lose a client's trust. Tune in if your agency or your team keeps delivering work but you're still not sure it's moving the business forward, and you want to know how to fix that. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
All revenue is not good revenue: the real cost of bad-fit customers
2026/08/11
This episode of The Art of Entrepreneurship is for founders who just spent the summer filling their pipeline and are about to say yes to whatever comes out of it. Not every deal deserves a yes; bad revenue costs more than no revenue at all, and it rarely shows up on the P&L until it's already eating your team's time and energy. Tune in if you're ready to stop chasing every dollar and start being selective about which ones you actually take. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Strategic depth vs. execution: why marketing strategies fall apart w/ Steph Gambino & Kelley Rogers of Accelity
2026/08/04
Making a strategy is the easy part. Making it work is where things get messy. In this episode, I'm joined by two people who see that gap every day with our clients at Accelity: Steph Gambino, our Account Director who manages complexity and keeps strategy moving, and Kelley Rogers, our Senior Copywriter who translates that strategy into messaging people actually respond to. We talk about why a strategy that feels solid in one meeting can unravel the moment more stakeholders get involved, how to spot a brand strategy that's built on copying competitors instead of finding its own voice, and why "surprise feedback" late in a project usually means someone was left out of the room too long. Tune in if your strategy looks great on paper but keeps falling apart in execution, and you want to know how to fix that. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
Will AI replace marketing? Here's where the line actually is. (My stance on AI)
2026/07/28
This episode of The Art of Entrepreneurship is for agency owners who've been told AI is coming for their business next. AI changes everything for agencies, full stop. But it doesn't do the work clients actually hire an agency for. Tune in if you're ready to find the line where AI's usefulness ends and your judgment becomes the entire product. ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com
How to make change at the speed of trust w/ David McFarland, CEO of Coterie
2026/07/21
This episode of The Art of Entrepreneurship is for founders building inside industries that move slowly, even when everyone agrees they need to change. My guest is David McFarland, founder and CEO of Coterie Insurance, who has spent seven years modernizing insurance from the inside instead of building around it. Coterie has scaled to over $200 million in premium, more than 100,000 small business policies and a recent equity investment from Allianz. David shares what it took to self-fund Coterie's early days after an investor backed out the night before he moved his family to start it. We talk about delusional optimism and why David believes tenacity, not talent, separates founders who make it. He gets honest about fundraising, including a less than 1% investor success rate and why he'd rather have the right investors than the highest valuation. We also discuss why individual accountability, not committee consensus, lets a company move fast in a slow-moving industry. Tune in if you're ready to stop waiting for permission and start building the tenacity to change your industry from the inside. About David McFarlandDavid McFarland is the Founder and CEO of Coterie Insurance, a P&C insurance MGA focused on bringing speed, simplicity, and service to the small business insurance market. A Fellow in the Casualty Actuarial Society, he works across the org to drive profitable growth, strengthen loss performance, expand product offerings, and build durable carrier and reinsurance partnerships, all while aggressively leveraging AI and automation to create a highly expense-efficient operating model. David lives in Wisconsin with his wife and six children. Follow David on LinkedIn: https://www.linkedin.com/in/davidmcfarland23/ About Coterie InsuranceCoterie Insurance (Coterie) is a tech-enabled, data-powered managing general agent (MGA) providing commercial property and casualty (P&C) coverages for small business (SMB) owners in all 50 states. Coterie’s technology enables a rapid, transparent, accurate, quote-to-bind process that results in opportunities for agents and the right coverage for small businesses, on-demand. Check out Coterie: https://coterieinsurance.com/ If you like this episode, here are some others you'll enjoy.Episode 219. Bob Gaydos, CEO of Pendella — winning over change-resistant industries with AI-driven insurance underwriting: https://www.jackiehermes.com/podcast/bob-gaydosEpisode 235. Alex Chompff — how founders (especially underrepresented ones) get in front of angel investors: https://www.jackiehermes.com/podcast/alex-chompffEpisode 311. Dilip Rao, CEO of Sharebite — leading through crisis with responsibility over ego: https://www.jackiehermes.com/podcast/dilip-rao ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

Podcast reviews

Read The Art Of Entrepreneurship podcast reviews


4.9 out of 5
161 reviews
★★★★★
lavhill 2025/07/16
Building a Business? Listen here!
The Art of Entrepreneurship offers valuable strategies to build and sustain a business. With practical applications and inspiring guest speakers - l...
★★★★★
Adamyaroslav 2025/03/27
Easy to listen to
Jackie is relatable, knowledgeable, and keeps you wanting more.
★★★★★
JRoseland 2024/08/19
Hungry for real, unfiltered advice?
Then The Art of Entrepreneurship with Jackie Hermes is your podcast buffet. Host Jackie Hermes, a self-made seven-figure entrepreneur, pulls no punche...
★★★★★
Esther-Grace O. 2024/05/30
REAL Talk!
Love love LOVE the realness. I leave every episode with at least 1 mindset shift AND with something practical I can do in my business. Or even somethi...
★★★★★
The Friendly Podcast Guide 2024/02/02
Solid advice in a short amount of time
Jackie’s advice is applicable and straightforward, which I love. I also love that each episode is 20-ish minutes tops, so I know there isn’t any fluff...
★★★★★
Jmjm1654 2023/01/17
Honest and real insights
While I’m not interested in becoming an entrepreneur, I enjoy hearing Jackie’s perspective on a variety of issues, ranging from marketing to workplace...
★★★★★
ashleyb67 2022/05/28
Actionable content!
I first heard Jackie speak at a conference. She was easy to understand and gave a talk that was all action with no waste of time or effort. I knew whe...
★★★★★
MEJ07 2022/05/27
Why you don’t want a long podcast!
I came across this podcast from. LinkedIn post. So happy I did! It keeps getting better! I don’t have time for a 30 min or 40 min podcast. This form...
★★★★★
Manda1611 2022/05/17
Jackie’s insights are amazing!
I so appreciate Jackie’s content that helps mentor entrepreneurs through the ups and downs that you experience starting a business!!
★★★★★
Vinny Nuzzo 2022/05/17
Real. Experienced. Helpful.
So many great reasons to tune-in and listen to what Jackie has to say. I’ve gone through the Start-up Marketing course and it was incredibly helpful f...
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