
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

Nov 29, 2022 • 13min
[Q&A] When Sub-Contractors Don't Deliver
You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode.Today’s question comes from our free Mastermind group on Facebook.John-Luke Ward asks: How do you deal with freelancers that don't deliver as agreed?This SHORT aired originally on April 19, 2022.Listen to our full-length coaching calls: http://freelancetofounder.comSupport our Episode Sponsors:
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Freelance to Founder is made in partnership between Millo, Dripify, and The Podglomerate. Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 24, 2022 • 52min
Getting Clients to Treat You Like an Agency
On today’s show, I’m joined by a good friend of mine, Chelsea Baldwin as a special guest coach. Together, we coach Australian freelancer-turned-agency-builder Caroline.She has built up a nice freelance business and has begun to work with subcontractors to begin scaling her business.But she’s realizing it’s harder to transition from solo freelancer to full-on agency than she initially expected. Chelsea and I coach her on two critical tasks:How to get her clients to start treating her like an agency—instead of a freelancer. And how to get the word out about her new agency and start bringing in fresh clients even if she doesn’t feel quite ready.We wrap up the episode with some really strong advice from Chelsea on getting new clients with Linkedin. Join us on this jam-packed episode.This episode aired originally on October 22, 2020.PS: Get featured in an upcoming FTF SHORT! Just visit http://freelancetofounder.com/ask and submit a question. Support our sponsors so we can keep airing new episodes:
Hectic - Everything you need to start, manage, and grow your freelance business — in one place.
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Get your own on-air coaching callWe'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

Nov 22, 2022 • 15min
[Q&A] How do I find product/market fit?
You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode.On today's show, Chase calls in with a question: What's a good "gut check" or "litmus test" for finding the perfect product/market fit?This episode aired originally on April 5, 2021.Listen to our full-length coaching calls: http://freelancetofounder.comSupport our Episode Sponsors:
On Deck - Meet other founders. Build great things.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
Business Brain - The Entrepreneurs' Podcast
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Freelance to Founder is made in partnership between Millo, Dripify, and The Podglomerate. Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 17, 2022 • 58min
The Power of Personal Brand
On today’s episode, we have a coaching call with Denise, a freelancer from South Carolina, USA. Denise works in higher education and is happy with the way her freelance business is going. But after finding some early success in e-learning thanks to Covid and other factors, Denis is ready to branch out and grow other segments of her business.Throughout the call, we keep coming back to two critical themes: the importance of building your brand and the power of opportunity costs.If you want to build new revenue streams into your business but you’re not sure how to go about it without burning out or losing a handle on your current revenue streams, have a listen to this coaching call it’ll be just what you need.This episode aired originally on October 14, 2021.PS: Get featured in an upcoming FTF SHORT! Just visit http://freelancetofounder.com/ask and submit a question. Support our sponsors so we can keep airing new episodes:
Hectic - Everything you need to start, manage, and grow your freelance business — in one place.
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
Business Brain - The Entrepreneurs' Podcast
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Get your own on-air coaching callWe'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

Nov 15, 2022 • 17min
[Q&A] Is Freelancing Really Worth It?
You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode.today's question comes from Travis Hostetter. He says, "I'm only a month into freelancing. I've just made $95 with another $500 on the way. The flexibility I have with my time is amazing. But losing a strong W-2 income has been hard. I'm in a position financially where I can be patient, but there are also operating opportunities to earn significant income as an employee. What are some of the biggest pros or positives of being a 1099 freelancer. How can being a 1099 outweigh the W-2 when the taxes are so high?"He's basically struggling to decide if really this freelancing thing is worth it when there's so many higher-paying opportunities out there.Today I'm joined by my friend, Adam Wright, and we're ready to answer.Listen to our full-length coaching calls: http://freelancetofounder.comSupport our Episode Sponsors:
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence
ExpressVPN - The VPN that just works
Business Brain - The Entrepreneurs' Podcast
Dripify - Premium learning platform for entrepreneurs
SolidGigs - Get more freelance jobs
Freelance to Founder is made in partnership between Millo, Dripify, and The Podglomerate. Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 10, 2022 • 55min
Crushing Your Time Management
On today’s episode: how can you balance client work with growing your business?It’s a question we got from James who calls in from New Zealand. James has been growing his web security and maintenance company for about a year and he’s starting to feel the all-too-common pressure of getting more done in less time.And since James is at the tipping point with his one-person business, Clay and I share a few of our best time-management tips to help him regain control of his calendar.Plus, stay tuned to the second half for some really great advice on connecting with agencies for long-term high-paying clients.PS: Get featured in an upcoming FTF SHORT! Just visit http://freelancetofounder.com/ask and submit a question. Support our sponsors so we can keep airing new episodes:
Hectic - Everything you need to start, manage, and grow your freelance business — in one place.
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
ExpressVPN - The VPN that just works
Business Brain - The Entrepreneurs' Podcast
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Get your own on-air coaching callWe'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

Nov 8, 2022 • 15min
[Q&A] Responding to an Impatient Client
You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode.Today's question comes from Prithvi in the Millo Mastermind Group.It's just a free Facebook group of 11,000 freelancers hanging out, asking questions, learning from one another. It's a lot of fun.Prithvi's question is, "How do I explain to my client that it's going to take time to increase the number of website visitors and he isn't going to get 100 website visitors overnight?"So it's obvious that Prithvi does maybe some SEO work, some online traffic, or online marketing. I think the real question is like, "how do I manage expectations? I have a client who wants results like yesterday, but I know that real valuable results are going to take some time."Adam and I will do our best to answer!Listen to our full-length coaching calls: http://freelancetofounder.comSupport our Episode Sponsors:
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence
ExpressVPN - The VPN that just works
Business Brain - The Entrepreneurs' Podcast
Dripify - Premium learning platform for entrepreneurs
SolidGigs - Get more freelance jobs
Freelance to Founder is made in partnership between Millo, Dripify, and The Podglomerate. Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 3, 2022 • 1h 9min
Getting Attention from Decision-Makers
On today’s episode: how can you actually get the attention of the perfect audience for your business?It’s a question we got from Roopika, who called in from India. She’s got a really unique business—you’ll hear more about that real soon—and she’s wondering how she can get in front of the decision-makers to grow her client base.Roopika’s story just goes to show: you can have the most interesting offering, but if you can’t get in front of the right clients, you’ll still struggle.So Clay and I give her our best advice for building attention both online and offline and by the end of the show, Roopika’s got a plan. We hope it helps you too.PS: Get featured in an upcoming FTF SHORT! Just visit http://freelancetofounder.com/ask and submit a question. Support our sponsors so we can keep airing new episodes:
Hectic - Everything you need to start, manage, and grow your freelance business — in one place.
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
ExpressVPN - The VPN that just works
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Get your own on-air coaching callWe'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

Nov 1, 2022 • 20min
[Q&A] How Can I Build My Confidence?
You're listening to our brand-new Freelance to Founder SHORTS, 5-10 minute episodes answering one (or two) questions from listeners like you.To submit your question, visit FreelanceToFounder.com/ASK and we'll feature you on an upcoming episode.Robert shared this question in our Millo Mastermind Group.It's a free Facebook group, and it has like 11k freelancers in it. And we just love bouncing questions back and forth with each other and learning from one another.Robert asks, "Can you share your path on how you started freelancing and what you focused on at the start to build up your skills and confidence?"Join me and my special guest Adam as we do our best to answer Robert's question.Listen to our full-length coaching calls: http://freelancetofounder.comSupport our Episode Sponsors:
On Deck - Meet other founders. Build great things.
LinkedIn Jobs - Find the candidates you want to talk to, faster
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence
ExpressVPN - The VPN that just works
Dripify - Premium learning platform for entrepreneurs
SolidGigs - Get more freelance jobs
Freelance to Founder is made in partnership between Millo, Dripify, and The Podglomerate. Learn more about your ad choices. Visit megaphone.fm/adchoices

Oct 27, 2022 • 55min
How to Generate the Best Leads
On today’s show: do you ever wonder how to generate some of the best leads possible? For most freelancers and agencies, filling your pipeline with quality leads is not only critical to your business’s health, but also one of the toughest problems to solve.That’s how our guest Morgan feels right now. Morgan’s a side-hustler who wants to take her freelancing full-time.But until she has a steady stream of client leads, it just can’t happen.So Clay and I break down everything we know about lead generation—from local leads, to online leads and everything in between. It’s a can’t-miss episode.PS: Get featured in an upcoming FTF SHORT! Just visit http://freelancetofounder.com/ask and submit a question. Support our sponsors so we can keep airing new episodes:
Sendinblue - Use promo code FOUNDER for 50% off your first three months on a premium account at https://www.sendinblue.com/founder/
Hectic - Everything you need to start, manage, and grow your freelance business — in one place.
LinkedIn Jobs - Find the candidates you want to talk to, faster.
Felix Gray - Best-in-class Blue Light Glasses
Justworks - Manage your remote team and run your business with confidence.
Dripify - Premium learning platform for entrepreneurs.
SolidGigs - Get more freelance jobs
Get your own on-air coaching callWe'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