*Formerly known as Solopreneur: The One-Person Business Podcast* Welcome to The Aspiring Solopreneur, the weekly podcast that dives deep into the world of solopreneurship. Join us as we bring you insightful interviews with industry experts and successful solopreneurs who have mastered the art of running their own businesses. Are you a solopreneur looking for guidance on how to attract clients? Or maybe you're searching for ways to stay motivated and overcome the challenges of working alone. ...
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The podcast and community for solopreneurs! Join Canadian lawyer/tech founder Josh Schachnow as he interviews successful solopreneurs to hear their best stories, lessons, advice and more. If you want to learn the secrets of successful small businesses or get solopreneur business ideas, then the Solopreneur Grind Podcast is just for you. And make sure to join the substack so you never miss an episode here: https://joshschachnow.substack.com/podcast
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The Disc and That Podcast Live Stream. Disc golf content and entertainment. This is Presented by Disc Kingz Disc Golf.
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215. Can Prioritizing Rest Grow Your Business? This Solopreneur Says Yes
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23:22
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23:22What if building a business didn’t require burnout, hustle culture, or 80-hour workweeks? In this episode of The Aspiring Solopreneur, we chat with Amanda Bourbonais—copywriter, wellness advocate, and self-proclaimed OG Health-First Freelancer—about how a health crisis reshaped her definition of success and led her to build a thriving six-figure bu…
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Think and Grow Rich – the $5 Million Secret | SG Podcast Episode 139 with John Mitchell
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45:35
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45:35In this episode of the Solopreneur Grind Podcast, Josh welcomes John from Think It, Be It. John shares his transformative journey from being an unsatisfied CPA to a highly successful entrepreneur, thanks to an epiphany triggered by the classic book 'Think and Grow Rich.' At 50, facing personal and professional challenges, John discovered the book’s…
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214. It’s Not Me, It’s You: How to Break Up with Problem Clients
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9:41
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9:41Ever had a client that made you question your life choices? In this episode of The Aspiring Solopreneur, Carly and Joe dive deep into the art (and science) of firing problem clients without burning bridges—or your sanity. From subtle red flags to graceful exits, they’ll help you figure out when it’s time to say, “It’s not me, it’s you.” Whether you…
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213. PR Isn’t Just for the Big Guys! Here's How Solopreneurs Can Steal the Spotlight.
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11:10
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11:10PR might sound like it's just for celebrities and big brands, but guess what? Solopreneurs, this one’s for you. In this episode, we’re breaking down simple, doable PR strategies that can get you media coverage, even if you don’t have a press team, a bestselling product, or a household name (yet). We’re talking about how to pitch like a pro, what jo…
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212. Confused by Instagram? This Episode Will Fix That
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21:57
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21:57Think Instagram is just for influencers and avocado toast? Think again. In this episode of The Aspiring Solopreneur, we sit down with Sydney O'Brien, a rockstar Instagram strategist who built her business while juggling three kids under five and a military deployment (yes, really). Sydney shares why most solopreneurs are talking past their dream cl…
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211. The One “Corporate” Habit You Should Bring With You As A Solopreneur
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7:52
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7:52When solopreneurs flee the corporate world, “standard operating procedures” are often the first thing left behind—right next to awkward team-building exercises and passive-aggressive reply-all emails. But hold up—this is one “corporate” thing you do want to keep. In this episode of The Aspiring Solopreneur, Carly and Joe dive into the unexpected po…
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210. New Clients, Steady Paychecks, and Enjoying the Ride: One Coach’s Daily Formula
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25:58
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25:58In this episode of The Aspiring Solopreneur, we sit down with Stan Ward, coach, author, and spreadsheet whisperer, who shares how it took him five years to develop a system he now teaches in just 60 days, how he turned his finances from chaos into calm, and why paying yourself twice a month might be the smartest move you haven’t made yet. Stan’s ap…
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209. How LinkedIn Sales Navigator Became Our Secret Weapon for Solopreneur Lead Gen
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9:10
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9:10Think LinkedIn is just for job hunting? Think again. In this episode, Carly flips the script and interviews Joe about one of the most underrated lead gen tools for solopreneurs: LinkedIn Sales Navigator. They pull back the curtain on exactly how they use it to fill their events, build real relationships, and grow their network—without ever sounding…
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From Corporate to Business Operations Consulting | SG Podcast Episode 138 with Emily Hatton
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27:12
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27:12In this episode of the Solopreneur Grind Podcast, host Josh is joined by Emily, founder of Female Founder Space. Emily shares her journey from various corporate roles to becoming an operations consultant for small business founders with a focus on marketing agencies. She delves into the challenges and strategies of transitioning from corporate work…
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208. Your Expertise Is Cute, But Can You Sell It?
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26:27
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26:27What do branding yourself, redefining freedom, and learning how to actually sell have in common? Solopreneur coach Moe Choice breaks it all down in this wildly refreshing episode. From bouncing back after burnout and bankruptcy to building 15K+ months, Moe shares the mindset shifts and practical skills that truly move the needle. If you're tired of…
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207. Your Rates Are Too Low—Let’s Fix That
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11:57
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11:57Are you charging what you're actually worth, or just what you think people will pay? In this episode, Carly and Joe finally tackle the pricing conversation solopreneurs can’t afford to avoid. From ditching the hourly mindset to channeling your inner Alex Hormozi, they explore how to set prices that reflect your value, not your self-doubt. Tune in f…
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206. The Solopreneur’s Guide to Product Management Without a Team
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23:21
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23:21What happens when three product experts walk into a solopreneur podcast? You get an episode packed with game-changing insights from the co-authors of Next Gen Product Management. In this rare group interview, Carly and Joe are joined by returning guest Teresa Cain and her co-authors Diana Stepner and Dr. Bart to explore how solopreneurs can build s…
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205. How to Prioritize When Everything Feels Urgent as a Solopreneur - Sound Bite Episode
12:18
12:18
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12:18Ever feel like you're drowning in tasks, yet still not moving the needle in your business? You’re not alone. In this episode, Carly and Joe unpack that all-too-familiar solopreneur overwhelm—when everything feels urgent and there’s zero breathing room. They break down how to prioritize when your to-do list is screaming at you from every direction, …
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204. Marketing Overwhelm? Here’s Where to Start (And What to Skip)
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30:55
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30:55In this episode, we asked marketing matchmaker Behdad Jamshidi one simple icebreaker: What do you wish you knew before becoming a solopreneur? And wow, did he deliver. From climbing the unexpected business ladder to spotting red flags when hiring marketing help, Behdad shares the lessons no one tells you—but every solopreneur needs to hear. Feeling…
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Transforming News Media, Marketplaces and Crowd-funding | SG Podcast Episode 137 with Sam Anthony
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35:46In this episode of the Solopreneur Grind podcast, host Josh Schachnow chats with Sam Anthony, founder of YourNews.com, about the future of news media and entrepreneurship. Sam discusses his venture into a hyper-local news platform, covering everything from local events to national news. He explains the downfall of traditional media, the transition …
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203. Flip-Flops and Focus Blocks: Beating Summer Distractions as a Solopreneur - Sound Bite Episode
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12:01Sun’s out, distractions outta control? Whether it’s rescheduled meetings, kids at home, or that pool calling your name, summer can wreak havoc on a solopreneur’s schedule. In this episode, Carly and Joe get real about how to stay focused when everything around you screams “vacation mode.” From early morning work sessions to strategic procrastinatio…
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202. High Quality, Low Overhead: The Secret Sauce Behind Solopreneur Success
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36:02
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36:02The solopreneur economy is booming, but what’s really driving it, and how do you stand out when your competition spans the globe? In this episode, digital media expert Naresh Vissa joins us to break down the rise of solopreneurship, why getting fired might be the best thing that ever happens to your career, and how he built a high-quality, low-cost…
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Mastering WordPress, Content and Solopreneurship | SG Podcast Episode 136 with Cathy Mitchell
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34:30Join us in this engaging episode of the Solopreneur Grind Podcast where Josh interviews Cathy Mitchell from WP Barista. Get insights into Kathy’s journey from starting a WordPress-focused agency in 2008 to evolving her business with the changing digital landscape. Kathy shares her initial struggles, adapts to market changes, and provides valuable a…
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201. The Anti-Sleaze Sales Guide For Solopreneurs: How to Actually Win People Over
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12:14
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12:14Tired of sleazy sales pitches? So are we. In this episode, Carly and Joe unload on the cringiest sales tactics cluttering inboxes today: think cold DMs that insult your business, spammy bots pretending to be human, and desperate pitches that reek of commission breath. But don’t worry, it’s not just a rant. They also break down how solopreneurs can …
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200. Stop Wearing Every Hat: Smarter Systems for Solopreneurs
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26:58
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26:58If you've ever felt like your to-do list is running you instead of the other way around, this episode is your reset button. Business coach Diane Helbig joins us to share real-world strategies for managing time, setting boundaries, and replacing pushy sales tactics with genuine relationship-building. From why smaller calendar blocks are a secret wea…
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199. How Solopreneurs Can Scale Their Businesses Without Burning Out
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12:55
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12:55What if scaling your solopreneur business didn’t mean hiring a team or working 80-hour weeks? In this episode, we’re diving into creative, cost-effective ways to grow, without giving up the freedom that made you go solo in the first place. From automating tasks and outsourcing smartly to using AI to customize your messaging and repurposing content …
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Building an AI Startup While Working Full-Time | SG Podcast Episode 135 with Jacky Liang
32:16
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32:16Join Josh on the Solopreneur Grind Podcast as he chats with Jacky, the founder of AnswerHQ, an AI customer service assistant that significantly reduces customer support questions for small businesses and startups. Jacky shares his journey of creating AnswerHQ as a side hustle while working full-time, his approach to time management, and the tools a…
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198. What Grit Really Looks Like in Business
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40:17
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40:17In this episode, we sit down with Anya Cheng, the unstoppable founder of Taelor.Style, an AI-driven clothing rental service for busy men who hate laundry and love looking sharp. From handing out resumes outside campus buildings to building a company that merges sustainability, tech, and style, Anya's journey is equal parts inspiring, resourceful, a…
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197. Solopreneurs, Stop Winging It and Get Your Systems Together
9:57
9:57
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9:57Ready to stop reinventing the wheel every time you work? In this episode, Carly and Joe are talking about why solopreneurs need to embrace systems from day one! Whether you're managing your social media, responding to client emails, or handling finances, consistency is key. And trust us, it’s not just about saving time, it’s about building a busine…
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From Big Enterprise to Solopreneur Success | SG Podcast Episode 134 with Joe Rando
25:41
25:41
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25:41In this episode of the Solopreneur Grind podcast, I talk to Joe Rando, the CEO and founder of Lifestarr. Joe shares his unique career journey from obtaining a degree in physics and developing shopping centers to founding successful companies like Trade Area Systems and now Lifestarr. We discuss the challenges and strategies for solopreneurs, includ…
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196. High Peaks to Rock Bottom: Reinventing Yourself When Life Hits Hard
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26:15
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26:15It started as girl talk… and turned into one of the most honest, powerful conversations we’ve had on this show. In this episode, Carly sits down with Athena Brownson, former professional skier turned real estate powerhouse, as she opens up about the journey from chasing air in halfpipes to battling chronic illness and redefining what it means to th…
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195. [Re-Release]: Why Taking Time Off Is the Secret to Sustained Solopreneur Success - Soundbite Episode
8:49
8:49
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8:49In today's sound bite episode, we’re tackling a topic that hits home for every solopreneur: taking time off. As a solopreneur, your time is your currency—stepping away from work can feel like a trade-off between relaxation and revenue, or between recharging and losing momentum. But here’s the thing: burnout isn’t good for business, and neither is r…
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194. The Escapepreneur's Blueprint To Working From Anywhere And Loving What You Do
29:19
29:19
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29:19In this episode, Carly and Joe chat with Karen King, aka The Escapepreneur, about what it really takes to build a business that lets you work from anywhere. From discovering your true passions to keeping things ridiculously simple (think: Facebook group + PayPal), Karen shares her journey from burnout to freedom and how you can do the same. Whether…
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