Freelance to Founder
Freelance to Founder is a unique call-in show helping real-life freelancers grow their businesses and escape the feast-famine lifestyle. The podcast is co-hosted by Clay and Preston, two former freelancers who have started, built, and even sold six- and seven-figure businesses of their own. If you enjoy content fromThe Futur, Being Freelance, The Accidental Creative, Smart Passive Income, or The Side Hustle Show, then you'll love Freelance to Founder. Catch the Tuesday Q&A episodes, dive deeper with Thursday's call-in episodes, or join us on the air and take the next step on your journey from ... freelance to founder.
Latest episodes
Jun 26, 2025 • 54min
Drumming Up More Attention
Have you ever thought: “if I can just get the attention of more people, I could close more clients and grow my business”
That’s where we find today’s guest, Jay. He’s a web developer and SEO expert in Kentucky, USA. And Jay’s only been freelancing for a few months. He’s off to a great start having already closed a half-dozen monthly recurring clients.
Jay’s biggest question is how to get more volume. Or more awareness. So, of course, as marketing geeks Clay and I jump in with some of our best advice.
And we wrap up the episode with advice that, frankly, I’m still not sure was good.
You’ll want to listen all the way to the end for that one.
This episode was originally aired on June 02, 2022.
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 24, 2025 • 15min
[Q&A] Giving Client Ownership?
On today’s Q&A episode, if you give your client full ownership of your creative work, how much should that cost, and how exactly do you even do that?
That’s the question Nicole hits us with, and it opens up another discussion on who should own your work in the first place.
It’s all in this episode of Freelance to Founder. Here we go.
This Q&A episode was originally aired on December 26, 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 19, 2025 • 49min
Networking Anxiety
On today’s show: do you keep hearing how important networking is, but you really just don’t enjoy it?
In this episode, we chat with Morgan, a freelancer from Chicago. Morgan can see the potential in networking with local clients, but can’t quite figure out how to enjoy it.
So, Clay and I start brainstorming a few fun and exciting ways she can leverage her unique talents to network with local business owners and potential clients.
Stick around for this fun brainstorming session starting right after this quick message from our sponsors.
This episode was originally aired on January 20, 2022.
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 17, 2025 • 12min
[Q&A] Best Software for Getting Paid Faster?
Today’s question comes from our free Mastermind group on Facebook.
Darielle asks: "What's the BEST Software for getting paid faster?"
Getting paid for your work FAST is key, but how do you make it happen?
You'll get the answer here!
This Q&A episode was originally aired on August 8th, 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 12, 2025 • 53min
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 • 19min
[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 • 58min
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 • 22min
[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 • 52min
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
