
Advertise on podcast: Hustling Sideways
Rating
5from
This podcast has
238 episodes
Language
EnglishPublisher
Allen Halas & Jim LoveExplicit
No
Date created
2021/03/01
Latest episode
2026/04/20
Average duration
27 min.
Release period
8 days
Description
Hustling Sideways is a podcast hosted by Allen Halas and Jim Love, taking a look at the side hustles of both ourselves and friends that we know. If you're an entrepreneur with a 9-to-5, share our experience and learn more about how to make your business run smoothly.
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Check latest episodes from Hustling Sideways podcast
Episode 120 Check In
2026/04/20
Every ten episodes of Hustling Sideways, Allen and Jim check in and give you an update on what's happening in their respective side hustles, careers, and lives. This week on the show, we're checking in for Episode 120, and we have lots to discuss. From Allen having to look at the next step of his business to Jim looking at the next step in his home life and where that may be, there's a lot packed into a normal chat in the basement bar. Check it out here!
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Pivot!
2026/04/13
Allen Halas and Jim Love know that no path—especially a side hustle—is ever a straight line.
In this episode of Hustling Sideways, the hosts dig into the moments when things didn’t go according to plan, and how they were forced to pivot. From shifting business models to rethinking creative direction, they share real stories about adapting on the fly, making tough calls, and staying resilient when opportunities (or challenges) demanded a change.
Whether you’re building something on the side or navigating a full-time career, this conversation is a reminder that pivots aren’t failures—they’re often the moves that lead to something better.
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Episode 119: Singer/Songwriter Julia Graves
2026/04/06
Most musicians stay trapped in a cycle of practice, gigs, and side hustles — but what does it really take to go full time? Julia Graves, a talented Milwaukee-based saxophonist and songwriter, reveals her journey from musical family roots to carving out a sustainable career in music. With honest insights into the discipline, mindset shifts, and business skills needed to thrive as a full-time artist, she talks to Allen and Jim about exactly what it takes to turn passion into profession. You’ll discover the crucial importance of balancing technical mastery with marketing savvy — like how Julia learned to leverage social media, develop her piano and saxophone skills, and build a supportive community through her own open mic events. You can find Julia at JuliaGravesMusic.com
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Being In The Right Room
2026/03/30
This week on Hustling Sideways, we're talking about an important aspect of networking. It's not just about networking with other people; sometimes it's about who you're reaching out to in the first place.
We highlight the often-overlooked art of being strategic with your time and relationships—whether you're targeting industry insiders, musicians in Allen's case, or content creators. Learn how to spot hidden opportunities, leverage social media intelligently, and maintain connections that could lead to your next big gig or breakthrough. The stakes are high—miss out on mastering these skills, and you risk staying invisible in a crowded scene. Master the game of networking, and you unlock doors that others only dream about.
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Episode 118: Katlyn Putney of Wisconsin W Sports
2026/03/23
This week on Hustling Sideways, we explore the evolving landscape of high school sports, the importance of promoting girls' participation, and the innovative efforts of Wisconsin W Sports to increase visibility and support for female athletes. Our guest, Katlyn Putney of Saint Thomas More High School shares her journey, along with insights on sports participation trends, and the vision for empowering young women in athletics. You can find out more at WisconsinWSports.com
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Episode 117: Chrisi Goodwin of Ice Mountain Maple
2026/03/09
In this episode of the Hustling Sideways podcast, hosts Allen Halas and Jim Love welcome Chrisi Goodwin, a sugar maker from New Hampshire. Chrisi shares her journey into the world of maple syrup production, detailing how a family project turned into a thriving local business known as Ice Mountain Maple. The conversation explores the labor-intensive process of sugaring, the significance of Maple Weekend, and the importance of community support in their growth. Chrisi discusses the challenges and joys of balancing her sugar-making passion with her professional career, as well as future aspirations for expanding their product line and online sales.
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Owning Your Space
2026/03/02
In this episode of Hustling Sideways, hosts Allen Halas and Jim Love discuss the concept of 'owning your space' in the context of side hustles and passion projects. They share personal experiences and insights on how to create an environment that reflects one's identity and expertise, emphasizing the importance of being proactive in shaping experiences, whether in speaking engagements or personal branding. The conversation encourages listeners to engage with their own journeys and share how they own their space.
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Allen & Jim on The Jason Smith Show
2026/02/23
This week on Hustling Sideways, we're flipping the script a little bit; Instead of welcoming on a guest, Allen and Jim go back to when we were guests on The Jason Smith Show in 2025. (Jason was also previously on our pod in episode 88.) With Jason asking the questions this time around, we're talking about our histories and what drives us as entrepreneurs. Enjoy!
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Unexpected Opportunities
2026/02/16
In this episode of Hustling Sideways, hosts Allen Halas and Jim Love discuss unexpected opportunities that have shaped their careers as side hustlers. Jim reflects on his journey to becoming a motivational speaker, while Allen shares his experiences with traveling for work in the music industry. They emphasize the importance of embracing opportunities and believing in oneself, encouraging listeners to pursue their passions and step into new experiences.
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Episode 116: Melissa Broughton of Busy Bee Advisors
2026/02/09
In this episode of the Hustling Sideways podcast, hosts Allen Halas and Jim Love welcome Melissa Broughton, founder of Busy Bee Advisors and creator of One Hour Bookkeeper. Melissa shares her journey from a traditional accounting career to entrepreneurship, detailing the challenges she faced after quitting her job and the pivotal moments that led to the creation of her successful businesses. The conversation explores themes of resilience, the impact of COVID-19 on business, and the importance of finding clients that align with one's values. Melissa emphasizes the joy of helping others succeed and her vision for the future of her businesses, including plans for growth and in-person events. You can find out more about Melissa at BusyBeeAdvisors.com
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Collaboration
2026/02/02
You can't always go it alone, and today on Hustling Sideways, we're talking about exactly that. Allen and Jim discuss collaboration, and what they need to make it work on their end. Sometimes it's about who, and sometimes it's about when, but it needs to be mutually beneficial. How do you decide who to collaborate with?
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Episode 115: Cole Compton
2026/01/26
Today on Hustling Sideways, we're talking to serial entrepreneur Cole Compton. Always someone interested in new ventures, Cole sits down with us to talk about his first business, creating and designing upcycled centerpieces throughout high school and college, before getting into his multi-faceted approach to entrepreneurship now. Between urban farming and finding his place in the entrepreneurship world, Cole always is looking for something to get him motivated to move forward.
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Pregame Soundtrack
2026/01/19
Whether you're about to put on an event, speak to students, or just start the work day, you have to have the right soundtrack. That's what we're talking about today on Hustling Sideways. Jim tells us about the song he uses to fire him up to go speak to students (and almost gets hurt in the process), and Allen tells you about the music he listens to in order to get the energy to put on an event. What's on your pregame soundtrack?
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Episode 114: Brad Steckart of Sit By Me
2026/01/12
Today on Hustling Sideways, we're talking to a Milwaukee entrepreneur who is looking to rethink how we strike up conversations. Brad Steckart is the mind behind Sit By Me, an app that utilizes locations to foster new conversations. Brad talks about having the idea for the app, how it works, and how they've taken steps to ensure safety as it continues to grow as well. You can find out more about Sit By Me at SitByMe.co
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
One Word for 2026
2026/01/05
It's a new year on Hustling Sideways! Every year, in lieu of a New Year's Resolution, both Jim and Allen pick one word to focus on for the year. It's an exercise that has kept them on point in their side hustles, and it's also one that led to the start of the podcast in a roundabout way. We also discuss how far the pod has grown in 2026, and how they did on their word of the year from last year, too. What's your one word for 2026?
Follow us:
Allen Halas
AllenHalas.com
BreakingAndEntering.net
Threads/Bluesky: @AllenHalas
Instagram: @AllenHalas
Jim Love
GoAuthenticYou.com
Twitter: @jim_m_love
Instagram: @jimm.love
Hustling Sideways is a business podcast hosted by Milwaukee-based music writer Allen Halas and keynote and motivational speaker Jim Love. The two both attended Marquette University, and now host the show to discuss the side hustles and passion projects of people that they meet, all while continuing to run their own side businesses. Every Monday, they're either interviewing a guest, or talking about the different aspects of business that side hustlers go through when balancing their 9-to-5 and their entrepreneurship endeavors. You can get the podcast wherever you download podcasts, as well as on our YouTube channel.
Podcast reviews
Read Hustling Sideways podcast reviews
kingsplay 2025/09/04
Honest stories, zero fluff.
Honest stories, zero fluff. Allen and Jim make side-hustle wisdom approachable, tactical, and fun. A must-listen for anyone balancing a day job and a ...
Imabog23 2025/03/17
Episode 99
Episode 99-there is no audio for me at the 8:00 remaining. And Allen, have we not watched enough Kentucky Derby raises with Nonna to give you equestr...
Ksset24356 2023/08/13
Thought provoking and fun!
Thank you Jim Love and Allen Halas for having me on your amazing podcast. It was great to talk to your audience about our newly launched Vilása’s sto...
MyStutteringLife 2023/05/16
An Honor
Thank you Jim Love & Allen Halas for the honor to be on your podcast! This was great because I got to talk about my voice over side hustle that will ...
Merit K 2022/01/22
Fun and easy to listen to
This is a fun show and easy to listen to because the hosts keep it real
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