Castuner
Submit a podcast

Thinking Solo

Ryan Derousseau, CFP®, EA

Thinking Solo is a podcast for solo and very small business owners who are building real businesses in the real world — therapists, private practice doctors, engineers, marketers, creators, and side entrepreneurs.Hosted by Ryan Derousseau, CFP®, EA, the show blends practical money guidance with the human side of going solo: the uncertainty, the momentum, the setbacks, and the habits that keep you moving forward. You’ll hear conversations with entrepreneurs about how they operate, what they’ve learned the hard way, and what they do to stay sharp — plus solo-focused episodes from Ryan with tip

Podcast website

Listen in your app

Episodes

28 episodes

  1. Why Your Accountant Isn’t Saving You Money (And What Tax Planning Actually Looks Like) 13:22
  2. You Made $1 Million Last Year. So Why Is Your Savings Account Empty? 13:38
  3. When (and How) to Hire Your First Employee 12:53
  4. Backdoor Roth IRA 12:18
  5. Self-Employed Mortgages: How to Actually Qualify 14:35
  6. Health Insurance for Self-Employed Professionals 15:55
  7. When and Why To Use Roth Conversions 16:26
  8. Solo 401k vs SEP IRA 17:00
  9. Understanding The Power of the Health Savings Account 15:57
  10. What You Should (and Shouldn’t) Write Off for Your Business 15:46
  11. Building an Estate Plan for Your Business 14:48
  12. The Private Practice Checklist 16:24
  13. Fiduciary Advisor 13:29
  14. Managing Variable Income as a Business Owner 12:45
  15. Estimating Taxes 11:57
  16. Setting Up Your Business 14:38
  17. Episode #13: Managing Entrepreneur Syndrome: 15:42
  18. From CPA to LinkedIn Strategist Featuring Wendy Shore 34:52
  19. Merging Therapy and Accounting with Jennie Schottmiller 41:51
  20. I Make $200k and I Still Feel Broke. Why? 13:25
  21. Betting on Yourself — Brie Chrisman on Building Boss Co. and Leading with Intention 32:03
  22. Dealing With Volatility, In Business and Life 16:55
  23. Gregory Milano on Strategy, Resilience, and Long-Term Thinking 31:15
  24. Three Tax Issues to Watch For, Solopreneurs - Episode #6 14:27
  25. Freedom, Flexibility, and Financial Reality — Succeeding as a Solopreneur with Elaine Pofeldt 35:00
  26. Getting Started With Your Business Idea: Thinking Solo Episode 4 16:48
  27. Choosing the Right Entity for Your Business - Episode #2 20:21
  28. The Solo Business Journey Isn’t Straight — Thinking Solo Is Back 2:57