

Freelance to Founder
Millo
Freelance to Founder is a call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle.
The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own.
Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level.
You can submit your questions at FreelanceToFounder.com/ask
If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder.
Join us every weekday to take the next step on your journey from ... freelance to founder.
The podcast is hosted by Preston Lee, a former freelancer who has started, built, and even sold successful businesses of his own.
Preston is joined nearly every weekday by other expert founders, freelancers, and entrepreneurs to help you take your solo business to the next level.
You can submit your questions at FreelanceToFounder.com/ask
If you enjoy content from shows like The Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder.
Join us every weekday to take the next step on your journey from ... freelance to founder.
Episodes
Mentioned books

Jun 12, 2025 • 50min
Finding Rockstar Subcontractors
On today’s show, have you ever thought: if I could just find the right person to hire, I could scale up my business.
That’s how Virginia from Argentina feels about her unique content marketing company.
The challenge? Virginia’s company develops content around witchcraft and spiritualism—so she needs teammates who speak fluent English, write well, and understand her unique niche.
It’s a tall order, but Clay and I offered solid advice for hiring the best freelancers.
This episode was originally aired on September 28, 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

Jun 10, 2025 • 17min
[Q&A] Best Tools as I Grow?
On today’s Q&A episode, what are the best tools to use as your freelance business grows?
That’s what Cesar asks us because his business is outgrowing tools like Google Drive.
So, Clay and I launch into our best advice on what makes a good business tool and what makes your business worse…
It’s all in this episode of Freelance to Founder. Let’s go!
This episode was initially aired on September 12, 2023.
To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode.
Listen to our full-length coaching calls: http://freelancetofounder.com
Support our Sponsors
Our generous sponsors make this show 100% free to you. Support them at the link below.
https://freelancetofounder.com/sponsors Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 9, 2025 • 46min
Superhero Leadership
Sharing an episode of the Superhero Leadership podcast, hosted by Marvel's former CEO and legendary turnaround expert, Peter Cuneo. Each week, Peter is joined by top performers from business, media, and beyond, leaders who have mastered the art of impact, resilience, and vision. Together, they explore Peter’s 32 leadership essentials, revealing what it really takes to rise, inspire, and lead with purpose. In this episode, Jon Harris, CEO of AthLife, explores how leaders create lasting impact by empowering others, fostering empathy, and embracing lifelong learning. From his journey as DePaul basketball captain to building programs that support athlete development off the field, Harris shares insights on creating a service-driven culture, learning from failure, and making space for others to lead— on the court, in business, and beyond. Listen to more Superhero Leadership at https://link.mgln.ai/freelancetofounder. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 5, 2025 • 55min
Good Idea? Freelancing as a Family...
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

Jun 3, 2025 • 20min
[Q&A] Charge by Hour or Project?
On today’s Q&A episode, if a client is willing to pay by the hour or by the project, which one should you choose?
That’s part of Pennygoo’s question, and our answer might surprise you… Here we go!
This episode was originally aired on September 5, 2023.
To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode.
Listen to our full-length coaching calls: http://freelancetofounder.com
Support our Sponsors
Our generous sponsors make this show 100% free to you. Support them at the link below.
https://freelancetofounder.com/sponsors Learn more about your ad choices. Visit megaphone.fm/adchoices

May 29, 2025 • 49min
Can You Ever Step Away?
On today’s show: Can you ever step away from your business? Or are you doomed as an entrepreneur to never enjoy a vacation or time off ever again?
That’s just part of what we talk about with our guest Jim, who’s calling back for a second time on today’s episode.
Jim has quit his job and taken his business full-time. But now he wonders: how do I take the next step so I can work more ON my business than IN my business.
If you’re wondering the same, then stay tuned because we answer that and lots more on today’s episode of freelance to founder. Here we go.
This episode was originally aired on April 18, 2024.
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

May 27, 2025 • 18min
[Q&A] Client-Converting Portfolio Tips
In this Q&A episode, Oliver asks us what it takes to create a portfolio that actually brings in new long-term clients. And since Clay and I are real marketing geeks, we have quite a few ideas for turning your sleepy portfolio into a client-converting machine. It’s all in today’s show, and it starts right now.
This episode was originally aired on August 29, 2023.
To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode.
Listen to our full-length coaching calls: http://freelancetofounder.com
Support our Sponsors
Our generous sponsors make this show 100% free to you. Support them at the link below.
https://freelancetofounder.com/sponsors Learn more about your ad choices. Visit megaphone.fm/adchoices

May 22, 2025 • 58min
Too Busy to Grow?
On today’s show: Do you ever feel like you’re just way too busy to actually spend time growing your business?
If so, you’re not alone. We chatted with Will Gibbons, who works with cool clients like Peloton, 3M, and Vizio.
But Will’s got a problem. A great problem. He’s got too much work. Which means he’s busy.
And he’s worried he doesn’t have time to grow.
Clay and I help him punch through those barriers in this episode of Freelance to Founder. Here we go…
This episode was originally aired on September 14th, 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

May 20, 2025 • 14min
[Q&A] Should I hire a CPA or use a tax software?
Today’s question comes from our free Mastermind group on Facebook.
Anna Keith asks: "I’m getting ready to do my taxes and am considering trying software rather than hiring a CPA.
What insights or pros/cons about using software vs. hiring a professional do you have?"
This episode was originally aired on May 3, 2022.
To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an upcoming episode.
Listen to our full-length coaching calls: http://freelancetofounder.com
Support our Sponsors
Our generous sponsors make this show 100% free to you. Support them at the link below.
https://freelancetofounder.com/sponsors Learn more about your ad choices. Visit megaphone.fm/adchoices

May 15, 2025 • 31min
Should I Even Try?
On today’s show: is it even worth trying to grow your freelance business?
That’s where Rakesh finds himself. He gets most of his clients from freelancing platforms like Upwork.
And the market for web designers and developers is just so saturated, he doesn’t even know if he should continue with his business.
If you’ve ever felt this way, today’s show is for you. It all starts right now on this episode of Freelance to Founder.
Oh, and really quickly before we start: the audio on this episode is a bit rough. We’ve done our best to clean it up. But between the audio and Rakesh’s very thick accent, you may have to focus extra to follow along. But we believe it’s important to share stories from all over the world whether a guest has a quality mic setup or a flawless accent. Thanks for supporting us as we support freelancers around the world. Ok, now on to the show.
This episode was originally aired on April 8, 2024.
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


