Good Idea? Freelancing as a Family...

Good Idea? Freelancing as a Family...

Author: Millo June 5, 2025 Duration: 55:25
Is freelancing as a family a good idea? Can it actually work? That’s part of what we get into with our call-in guest, Dave. Dave is the father of 3 talented young developers. Together, they’ve started an agency. Well… sort of. As we talked with Dave, we uncovered this: family dynamics are not the same as business dynamics. And sometimes, managing both can present a real challenge.  If you’ve ever wondered whether or not to go into business with family, today’s episode of Freelance to Founder is for you. Here we go! This episode was originally aired on September 21, 2023. PS: Get featured in an upcoming Q&A! Just visit ⁠http://freelancetofounder.com/ask⁠ and submit a question.  Support our Sponsors Our generous sponsors make this show 100% free to you. Support them at the link below. ⁠https://freelancetofounder.com/sponsors⁠ Get your own on-air coaching call We'd love to feature your business and offer some free on-air advice for growing your business. To see if you're a good fit, ⁠click here⁠. Leave us a review on Apple Podcasts: If you enjoy the show, can you do us a favor and leave us an honest rating and review on Apple Podcasts? We'll love you forever. ⁠Click here to leave a review⁠. More Recommended Listening: This show is a part of the Podglomerate, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the ⁠website⁠ and sign up for our newsletter. We suggest you also try other Podglomerate shows about entrepreneurship, business, and creativity, such as ⁠Rocketship.fm⁠ and ⁠Creative Elements⁠. Learn more about your ad choices. Visit megaphone.fm/adchoices

There’s a common gap between working for yourself and truly building something that lasts, and Freelance to Founder lives in that space. This isn’t just theory; it’s a daily conversation for freelancers who are tired of the unpredictable income and ready to create a real business. Host Preston Lee draws from his own journey from freelancer to someone who has built and sold companies, and he brings that grounded perspective to every episode. Nearly every weekday, Preston is joined by other founders and entrepreneurs who’ve navigated the same path, breaking down the practical steps you can take to scale your solo operation. The call-in format means you’re hearing real questions from people in the trenches, facing the same client issues, pricing dilemmas, and growth plateaus you might be. Listening to this podcast feels like having a direct line to a supportive and experienced mastermind group, one that focuses on actionable strategies over vague inspiration. It’s for the designer, writer, developer, or consultant who’s ready to move beyond the feast-or-famine cycle and lay the foundation for something more substantial and sustainable. The discussions are candid, the advice is tested, and the goal is always clear: helping you transition from a solo practitioner to the founder of a thriving business.
Author: Language: English Episodes: 100

Freelance to Founder
Podcast Episodes
Can I Trust You? [not-audio_url] [/not-audio_url]

Duration: 44:06
On today’s show, how can you possibly hire other freelancers to help grow your business when it’s hard to know if you can trust them? After all, if someone you hire misses a deadline, you’re on the hook with your client.…
[Q&A] But...Should I Hire By the Hour? [not-audio_url] [/not-audio_url]

Duration: 16:43
On today’s Q&A episode, A former guest on the show, Jim, writes in with an important question: I know I shouldn’t charge by the hour, but shouldn’t I pay my subcontractors by the hour? You might be able to guess our answ…
The Power of Referral Partners [not-audio_url] [/not-audio_url]

Duration: 52:47
On today's show, we get called out by our call-in guest, Erik. Here's the thing: Clay and I are always talking about finding referral partners—other freelancers or businesses who can send you new clients as a sort of tra…
[Q&A] Free Money [Part 1] [not-audio_url] [/not-audio_url]

Duration: 22:26
I am joined by special guest co-host Austin Church on today's show. He is a very talented freelancer and the author of the new book, Free Money. It's all about growing your revenue as a freelancer, and we talked today ab…
Sole–Proprietor or LLC? [not-audio_url] [/not-audio_url]

Duration: 48:16
On today’s show, Molly Cox calls in with questions about the freelance business she started just six months ago. Top of mind for her: Should she stay a sole–proprietor or form an LLC? Before the legal terms tempt you to…
[Q&A] Growing a Network from Scratch? [not-audio_url] [/not-audio_url]

Duration: 14:18
On today’s Q&A episode, Luqman writes in with a question. He’s a brand-new freelancer and wants to know exactly how to build a freelance network and attract more clients. We all know your network can lead to massive grow…
Escaping One-Time Projects [not-audio_url] [/not-audio_url]

Duration: 48:12
On today’s show, how do you escape the trap of one-time projects and convince your clients that they need what you have to offer on a repeat basis? That’s part of the hurdle Aurelie faces as she aims to grow her 3-year-o…
[Q&A] Team Size to Call Yourself an Agency [not-audio_url] [/not-audio_url]

Duration: 18:24
On today’s show: how many people does it take to call yourself an agency officially? Is it one, two, or more than that? This question got us thinking about what it means to be an agency. Plus, we discuss our ideal team s…
Trapped [not-audio_url] [/not-audio_url]

Duration: 48:14
On today’s show: do you ever feel trapped by the decisions you make in your business? Our guest Morgan loves to write. But, early on, she took on quite a few social media clients. Then, those clients referred more client…
[Q&A] Cost of Starting an Agency? [not-audio_url] [/not-audio_url]

Duration: 21:34
On today’s Q&A episode, let’s talk about money. Exactly how much should you save before you can start your agency? We do our best to answer this question, and it got us wondering: What in the world are we spending all of…