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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.
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
View all episodes
By Jeremy LindseyIn 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.
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