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
From Intern to Investor: Eian’s First Lesson in Building Wealth
In this special episode of A Quarter in the Couch, Jeremy sits down with his 17-year-old intern Eian, a high school student beginning to challenge the 9-to-5 mindset and explore what it means to build wealth on your own terms. What starts as a mentorship check-in quickly becomes a deep-dive into real-world tax strategies, business structures, and the mindsets of successful entrepreneurs.
Jeremy answers Eian’s thoughtful questions with clarity and depth — breaking down the difference between LLCs and S-Corps, explaining how business owners legally reduce their taxes, and sharing real examples of how he structures his own business and even puts his son on payroll.
Whether you're just starting your journey or want a refresher on what matters most in tax strategy and entrepreneurship, this episode is full of accessible gems — and a reminder that it's never too early (or too late) to build something better.
What You’ll Learn:
- Why choosing the right business entity can save you thousands in taxes
- How to avoid common IRS red flags (like abusing “business dinners”)
- What it actually means to put your kids on payroll — and why it’s legal
- The difference between short-term and long-term capital gains
- Why capturing all your expenses matters more than filtering too early
- How Jeremy teaches his son entrepreneurship, discipline, and retirement planning at age 11
Guest Spotlight:
Eian, Jeremy’s 17-year-old intern, brings sharp questions and fresh perspective. Curious, driven, and wise beyond his years, Eian is beginning to realize there’s more to life than just working a job — and this conversation proves he’s on the right track.
If you found value in this episode, take a moment to subscribe, follow, or like A Quarter in the Couch wherever you listen. And don’t forget to share this episode with a friend who’s ready to start building wealth on their own terms.
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Listen to more episodes on Mission Matters:
https://missionmatters.com/author/jeremy-lindsey