Millo
Freelance to Founder
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 Hu...
Be sure to visit the podcast's website and support the creator: freelancetofounder.com
Where to listen?
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Episodes
When To Call Yourself an Agency 07.08.2025 52:13
On today’s show: have you ever wondered when is the right time to start calling yourself an agency? It can be a bit awkward early on. So Clay and I coach our call-in guest Austin through the right timing. Austin has many other questions as he grows his 6-month-old business. Thanks for joining us. This episode was originally aired on July 13, 2023. PS: Get featured in an upcoming Q&A! Just visit h...
[Q&A] How Do I Get US Clients? 05.08.2025 16:16
In today's Q&A episode, Travis writes about a problem: a few years ago, he moved from Australia to the U.S. to grow his video business. While things went well at first, work has really slowed down, and he's wondering if there's something about the U.S. market he's completely missing. Clay and I have never lived "down under," but we have a few things to consider for anyone looking to break into th...
Why Your Messaging is Everything 31.07.2025 1:04:25
On today’s show, your messaging matters. And when it comes to getting new clients, it probably matters more than anything else. So then, why do so many of us miss the mark when explaining our business to potential clients? It’s something we tackle on today’s episode with call-in guest Tianna. It’s happening right here on Freelance to Founder. Here we go. This episode was originally aired on Novemb...
[Q&A] Is GoHighLevel Worth the Hype? 29.07.2025 56:59
On today’s show, we’ve got the longest Q&A episode we’ve ever published—coming in at a whopping 50 minutes plus. Why so long? Well, I asked Clay a question that really got him riled up. It has to do with his experience using the software GoHighLevel—which has exploded in popularity lately. But Clay’s experience was anything but ideal. You’ll see what I mean in this episode of Freelance to Founder...
Control Freak? Do This 24.07.2025 39:02
On today’s show: are you a bit of a control freak? To be honest, most freelancers and entrepreneurs we meet are. But if you never hand off smaller tasks, you never free yourself up to be a founder in your own business. We talk about that today with our call-in guest, Silvia. It’s all happening today on freelance to founder. Here we go. This episode was originally aired on May 5, 2022. PS: Get fea...
[Q&A] Upcharge a Client for Subcontracting? 22.07.2025 14:52
On today’s show: if you work with a sub-contractor, something we highly recommend—how much extra should you charge your client? And do they have to sign two different contracts? That’s what Kiki asks us in this Q&A episode of Freelance to Founder. Here we go… This episode was originally aired on June 21, 2022. To submit your question, visit FreelanceToFounder.com/ASK, and we'll feature you on an...
Anti-Hustle Culture 17.07.2025 58:07
On today’s show, can you grow without embracing hustle culture? That’s just part of what we talk about with return guest: Travis Boyco. A few months ago, Travis was trying to decide if he could actually quit his job and take his business full-time. Now, he’s back, freelancing full-time and hitting us with some of his biggest learnings from going full-time, plus questions he’s run into since. It...
[Q&A] Lost Your Passion? 15.07.2025 13:52
In today's Q&A, Rachel Stoneking, from our free Facebook Mastermind Group asked how she could get the passion for her business back. She shares her personal feelings of anxiety and disappointment after losing clients with COVID-19 and getting burned out with everything around it. "How do you overcome these negative feelings and connect back with the passion for your business?" We'll learn a lot...
Hire First? or Get Clients First? 10.07.2025 53:50
On today’s show, which comes first: hiring to free up time to land big clients or landing big clients to pay for hiring. It’s a chicken and egg situation that our guest Zach has been stuck on. We do our best to answer that question, plus a few others he has, including how to combine two completely different offerings into one killer monthly recurring offer. It’s all in this episode of ‘Freelance...
[Q&A] Marketing Plan Help? 08.07.2025 20:05
On today’s show, where do you start when it comes to making a marketing plan for your business? That’s what Thomassina asks us and—since Clay and I both have extensive marketing backgrounds—we end up having a lot to say about it. If you’re not sure where to start when it comes to marketing, then this episode is for you. This is Freelance to Founder. Here we go! This episode was originally aired on...
These Social Posts Get the Best Clients 03.07.2025 35:31
On today’s show, we talk with Mannat, a student calling from India, with questions about her freelance business. Mannat is a typographer—she works with lettering and fonts. But every time Mannat posts her work on social media, she gets packaging design clients and others who don’t match her target audience. This leaves Mannat asking, “what exactly should I be posting on social media to attract m...
[Q&A] Freelancer to Millionaire? 01.07.2025 17:55
On today’s show: can you become a millionaire as a freelancer? Podcast listener Suman wrote in with that simple yet not-so-simple question, and we do our best to reveal whether or not you can get rich working as a freelancer. It’s all in this episode of Freelance to Founder. Here we go! This Q&A episode was originally aired on September 26, 2023. To submit your question, visit FreelanceToFounder....
Drumming Up More Attention 26.06.2025 50:32
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 volu...
[Q&A] Giving Client Ownership? 24.06.2025 12:43
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 s...
Networking Anxiety 19.06.2025 46:08
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 busi...
[Q&A] Best Software for Getting Paid Faster? 17.06.2025 10:07
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....
Finding Rockstar Subcontractors 12.06.2025 50:16
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 orde...
[Q&A] Best Tools as I Grow? 10.06.2025 16:45
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,...
Superhero Leadership 09.06.2025 46:18
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...
Good Idea? Freelancing as a Family... 05.06.2025 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...
[Q&A] Charge by Hour or Project? 03.06.2025 19:35
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...
Can You Ever Step Away? 29.05.2025 48:47
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...
[Q&A] Client-Converting Portfolio Tips 27.05.2025 18:22
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 Fre...
Too Busy to Grow? 22.05.2025 58:04
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...
[Q&A] Should I hire a CPA or use a tax software? 20.05.2025 14:07
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 yo...
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