Ryan Derousseau, CFP®, EA

Thinking Solo

Business EN ↓ 29 episodes

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

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Author

Ryan Derousseau, CFP®, EA

Episodes

Freedom, Flexibility, and Financial Reality — Succeeding as a Solopreneur with Elaine Pofeldt 04.03.2026 35:00

On this episode of Thinking Solo, host Ryan Derousseau, CFP®, EA, sits down with author and freelance journalist Elaine Pofeldt to talk about what it really takes to succeed as a solopreneur. Elaine has been running her solo business since 2007 and is the author of Tiny Business, Big Money and The Million-Dollar One-Person Business. She shares how building a solo business allowed her to be present...

Getting Started With Your Business Idea: Thinking Solo Episode 4 24.02.2026 16:48

Welcome to Thinking Solo — hosted by Ryan Derousseau, CFP®, EA.In today's episode, we look at how to simply get started in your new business - or growing your business to the next level. It's one of the hardest parts of the business journey: Simply starting. Too many times, we think too far ahead and it can overwhelm the process, destroying any effort to move forward. Ryan shares best prac...

Choosing the Right Entity for Your Business - Episode #2 10.02.2026 20:21

Welcome to Thinking Solo — hosted by Ryan Derousseau, CFP®, EA.In today's episode, we look at entity selection, particularly for small and service based businesses. What's the right business for you? LLC? Sole Prop? S-Corp? Ryan shares best practices for the selection, and explains why you should use the entity choice as a tool - not a signpost to reach. That's because there are good reasons for e...

The Solo Business Journey Isn’t Straight — Thinking Solo Is Back 02.02.2026 2:57

Welcome back to Thinking Solo — hosted by Ryan Derousseau, CFP®, EA. This episode is a reboot of the show and a quick reset on what you’ll hear here and who it’s for: solo operators and very small business owners — therapists, private practice doctors, engineers, marketers, tinkerers, and side entrepreneurs — who are building a business (and a life) on their own terms. Ryan shares why he loves wor...