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.

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Listen to more episodes on Mission Matters:
https://missionmatters.com/author/jeremy-lindsey

In this jam-packed solo episode, Jeremy Lindsey — tax strategist, founder of Clarity Tax Advisors, and your go-to guide through the maze of small business finance — unpacks the real-world impact of the One Big Beautiful Bill Act (OBBA). Whether you’re a contractor, service provider, or creative with a growing LLC, these new tax changes are more than just line items — they’re game changers.

Jeremy walks through the updates that matter most to entrepreneurs and small business owners, including research and development expensing, Section 179 deductions, bonus depreciation, childcare credits, opportunity zones, and more. With relatable case studies and crystal-clear breakdowns, this episode is your blueprint for proactive tax strategy in 2025 and beyond.

In This Episode:

• Why the OBBA is the biggest tax opportunity shift in years — and how to prepare
• R&D expense update: No more amortizing over 5 years — expense it all upfront
• Section 179 deduction limits raised to $2.5M (what it means for vehicles, equipment & roofs!)
• Bonus depreciation is back at 100% — and here to stay
• QBI Deduction clarified: What you need to know to qualify and optimize wages or asset base
• Qualified Small Business Stock Exclusion raised from $10M to $15M — and now permanent
• Opportunity Zones extended and redesigned — including new rural incentives
• Childcare tax credits doubled (and why this might beat a raise in your compensation strategy)
• Business interest expense deduction expanded for companies >$25M revenue
• 1099 filing thresholds raised to reduce admin burden
• Energy-efficient building, paid leave, and clean vehicle credits — what’s sunsetting and what’s new

Key Takeaways:

• If you’ve got R&D expenses, talk to your advisor — retroactive expensing can be a massive refund play.
• Raising your own salary might actually save you money if done strategically under QBI rules.
• The childcare credit and new fringe benefit opportunities are a powerful move for retention and tax efficiency.
• OBBA isn’t just a bunch of legalese — it’s your invitation to build a leaner, smarter tax plan in 2025.

Found a quarter in your couch today?
Then hit subscribe wherever you listen to podcasts and pass this episode to a fellow business owner who wants to keep more of what they earn.

📥 Download Jeremy’s OBBA cheat sheet: aquarterinthecouch.com/resources
📬 Connect directly: info@claritytaxadvisors.com

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

This episode of A Quarter in the Couch dives into the mindset shift that separates good business from great legacy. Host Jeremy Lindsey sits down with sales coach and entrepreneur Ryan Cook for a conversation packed with practical insights, humor, and heart. Together, they unpack what it really takes to create a sales experience that breeds trust—and why systemizing your message might just be the key to long-term growth.

From McDonald’s to MasterCard, BMW to roofing, this episode explores how memorable messaging and repeatable systems aren’t just for big brands—they’re tools that small businesses can use to elevate average performers into A-players. Jeremy and Ryan also reflect on their own work together, the emotional rollercoaster of sales, and what they want their kids and grandkids to remember about how they lived and worked.

In This Episode You’ll Learn

• Why small businesses should focus more on systems than superstars
• How to create messaging that sparks curiosity instead of giving a sales pitch
• The difference between a “sales process” and a “buying experience”
• Why your unique value prop should speak directly to your client’s real-life needs
• The power of hard work and how it fuels the math behind every sale
• How Ryan uses empathy, clarity, and strategy to build lasting client trust
• What Jeremy learned about turning consistency into confidence for his clients

Takeaway: A great sales system doesn’t manipulate—it serves. When you shift from selling to creating an experience, you give people something they’ll want to return to again and again.

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