A Quarter in the Couch
A Quarter in the Couch is more than a podcast – it's a living legacy in the making. Hosted by Jeremy Lindsey, an elite-level tax strategist and founder of Clarity Tax Advisors, this show speaks to those striving for success while thinking beyond themselves. Jeremy’s warm, confident, and authentic voice invites you into candid conversations with self-made individuals who share not just their victories, but the values and lessons that shaped them.
Far from a run-of-the-mill tax podcast, each episode blends smart business and tax insight with personal tales of transformation and discipline. You’ll hear about ethical choices, family milestones, and the “why” behind wealth – all the elements of a life well-lived. Whether you’re an entrepreneur, an ambitious professional, or one of Jeremy’s own children listening in to understand his journey, A Quarter in the Couch offers wisdom for generations. It’s a show about finding hidden value in life’s everyday moments (much like discovering a shiny quarter in the couch cushions) and using those gems to build a lasting legacy. Join Jeremy as he weaves professional authority with personal vulnerability, guiding you to create wealth that matters and a legacy that endures.
A Quarter in the Couch
So You Want to Start a Business: First Steps from the Couch
In the debut of his solo mini-series, Jeremy Lindsey—tax strategist, business owner, and founder of Clarity Tax Advisors—gets real about what it took to leave a toxic job and start his own business. If you're feeling stuck in the corporate grind, contemplating entrepreneurship, or just wondering how to take the first step, this episode is a goldmine of wisdom and actionable advice. Jeremy walks through his personal journey and breaks down the essential components of launching a successful business: from finding your product-market fit to testing proof of concept, from managing burnout to getting your first sale.
This isn’t fluff. It’s the behind-the-scenes of what it really takes to build something from scratch.
In this episode:
- Why Jeremy left his family’s corporate firm after 15 years to create his own company
- How to evaluate whether your current job skills can translate into a business
- The three core pillars of every business: Sales, Fulfillment, and Finance
- Real-life examples of service-based business ideas and how to structure them
- Why “done beats perfect” every time—and how to test proof of concept
- The truth about momentum, starting slow, and managing the fear of failure
- Tips on pricing, offering client options, and making it easy to get paid
- What to do when you want to quit: routines, books, and reframing burnout
- The power of habits—and how Jeremy uses coffee and gym gear to stay consistent
- What Jeremy would tell his own son about starting a business
Takeaway:
You don’t need to be perfect. You just need to start. Sales come first, everything else follows. If you believe in the value you can bring—try, test, fail, try again, and keep going.
Subscribe to A Quarter in the Couch wherever you listen to podcasts.
Listen to more episodes on Mission Matters:
https://missionmatters.com/author/jeremy-lindsey