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The Aspiring Solopreneur

Joe Rando, Carly Ries

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*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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Every Sunday I share a quick update from my last week in business as a Canadian family lawyer and cofounder of my legal tech company (Visto.ai), including the best stories, lessons learned, key takeaways, book(s) I'm reading and more. Make sure to subscribe so you don't miss it! And make sure to join the substack so you never miss an episode here: https://joshschachnow.substack.com/
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Join Josh in this week's episode of the Weekly Vlog as he explores three compelling topics. First, he delves into how technology is transforming the court system in Canada, discussing whether this shift towards virtual appearances is beneficial. Second, he examines the impact of advancing AI and technology on career and business planning, especiall…
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If you're still getting your business advice from that one guy on LinkedIn who hasn't updated his profile since 2014... this episode is your wake-up call. We're diving into what it really means to future-proof your solo business—and spoiler: it’s not just about hopping on the latest tech trend. From decluttering your feed to actually talking to you…
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Ever hit rock bottom (physically, mentally, or in your business )and wondered how to climb back stronger? Zachary Del Monaco has done it twice before age 25. From spinal surgery that left him relearning how to walk to rebuilding his business and relationship with his father, Zach shares what it really takes to rise again as a solopreneur. In this p…
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Join Josh in this week’s vlog as he shares updates on his busy life balancing a family law practice and co-founding a tech company in the Greater Toronto Area. Josh discusses the ebb and flow of litigation work, details his tech firm's advancements in automated immigration forms, and highlights his thoughts on the importance of niche solutions in t…
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So, you’ve got a business idea you’re excited about. But here’s the big question: does it actually work on paper, or will it drain your bank account before it takes off? In this episode of The Aspiring Solopreneur, Carly and Joe break down how to test the feasibility of your business idea, spot potential deal-breaking showstoppers, and price your s…
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Have you ever wondered how to get in front of the right audience without constantly chasing leads? In this episode, Christina Lenkowski shares how solopreneurs can use podcast guesting as a powerful tool to build credibility, attract clients, and grow their businesses. From pitching yourself with confidence to turning interviews into lasting opport…
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Join Josh in his latest vlog as he returns to weekly updates, sharing why he transitioned to family law after years of practicing immigration law. Josh discusses his dual roles as a Canadian tech founder and lawyer, the importance of focus for entrepreneurs, and how he balances his career with content creation. He offers insights into his decision-…
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Most solopreneurs make the mistake of trying to serve everyone and end up standing out to no one. In this short and punchy episode of The Aspiring Solopreneur, Carly and Joe dive into one of the most overlooked steps in building a successful solo business: positioning. They break down why niching down isn’t limiting, but rather the key to charging …
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In this episode, we kick off the Planning phase of the Solopreneur Success Cycle and break down the must-knows before you dive in. From choosing the right title for yourself to simplifying your business model into three core parts, you’ll learn how to set yourself up for efficiency, clarity, and higher earning potential. Whether you’re just startin…
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In 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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