
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 25, 2020 • 55min
Fixing Awkward Money Conversations w/ Clients
On this week’s episode we have a heart-to-heart chat with Bri Earles, a freelance social media manager and virtual assistant.Bri has never had any trouble getting new social media clients. But whenever Bri thinks about having money conversations or raising her prices, she kinda freezes up—using words like “awkward” “greedy” or “selfish” to explain how she feels about charging clients.What many freelancers like Bri fail to realize is the only way to become comfortable with charging more is to gain confidence about the value you provide.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Linkedin Jobs — Post healthcare and front-line jobs for free.Participate — Create a space for collaboration, communication and learning.Notion — The all-in-one workspace for all your notes, wikis, and important tasks.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 18, 2020 • 59min
Cold Pitching vs. Content Marketing
On today’s call, we chat with Mihai Zamfir who has done some incredible work in building a presentation design company.Mihai gets a fair amount of new clients using sites like Upwork and other freelance marketplaces, but he’s ready to start finding better clients in more intentional ways. All of this leads us to an answer-rich coaching session all about short-term vs. long-term sales strategies. Cold-pitching vs. Content marketing. On the one hand, cold-pitching is hard and has notoriously bad conversion rates. On the other hand, content marketing is very time and labor intensive.So what’s the right path for you? We’ll help you answer that question and many more in today’s episode.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Participate — Create a space for collaboration, communication and learning.Notion — The all-in-one workspace for all your notes, wikis, and important tasks.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.More resources related to today's episode:Clay recommends finding a quality CRM. Here are our top recommendations: 10 Best CRM for Freelancers Ready to Get OrganizedPreston recommends using something like Reply.io to scale up your outreach.***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 11, 2020 • 56min
You're a Bottleneck—and it's Killing Your Business
On this week’s episode, we talk with Jason Vance, a former web design freelancer who’s building his next company in marketing.In just 9 months, Jason has hired 9 employees for his marketing agency because there's a whole lot of work that needs to get done.But now Jason feels like he may be holding his team back by causing a bottleneck.It's hard going from doing everything yourself to hiring and trusting employees to take on important tasks. But it’s a subject Clay and I have a TON of experience in which leads to a fantastic conversation with Jason about productivity, systems, empowerment, and trust.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Participate — Create a space for collaboration, communication and learning.Notion — The all-in-one workspace for all your notes, wikis, and important tasks.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.More resources related to today's episode:
13 Top Project Management Software Choices Made to Save You Time
10 Best CRM for Freelancers Ready to Get Organized
***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 3, 2020 • 41min
An Audience is Not a Business
On this week’s episode, Clay and Preston have a heart-to-heart chat with Rodney Little, a UX/UI designer who wants to build an audience-first business.But Rodney, a side-hustler with a full-time job, has been kicking this idea around in his mind for a whopping five years—so in this episode, Clay and Preston call him out. They dive into what’s been holding him up and what it’s really going to look like to build an audience-first business.It’s a very personal conversation for Preston especially—since his business began when he started a small design blog—and this episode features some of Preston and Clay's best advice for starting and growing an audience-first business like a blog or a podcast.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Participate — Create a space for collaboration, communication and learning.Notion — The all-in-one workspace for all your notes, wikis, and important tasks.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.Recently on the blog:13 High-Paying Part-Time Jobs (You’re Actually Qualified For) to Boost Income in 2020***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

May 28, 2020 • 52min
Do I Really Have to Be the CEO?
On today’s show, we talk with Spencer Blaiklok—a freelance animator who dreams of building something bigger.But, like most creatives, Spencer doesn’t want to give up the fun creative work in order to sit behind a desk or in meetings all day, hating his job.In this episode, Clay and I walk Spencer through a few different ways he can grow his business without having to become a typical CEO-type.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Participate — Create a space for collaboration, communication and learning.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

May 21, 2020 • 38min
5 Triggers to Raise Your Rates
In today’s episode, Clay and I talk all about freelance pricing: what to charge, and when to raise your rates. We explore two very different pricing models and reveal 5 triggers you should watch for to signal it’s time to raise your rates.If you’ve ever wondered if you’re leaving money on the table in your business or if you’re charging the right amount for the work you do, this episode is for you.To dig even deeper, here are a few more pricing resources from the Millo team:
How to Gracefully Tell a Client You’re Raising Your Rates
How to Write a Price Increase Letter to Your Clients
How Much to Charge for a Logo
Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Participate — Create a space for collaboration, communication and learning.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

May 14, 2020 • 54min
Is Upwork Legit? + What You're Losing by Not Hiring
On today’s show, we have a nice long chat with Carl Smith. He’s been an in-house web developer for the past 20 years, but at the end of 2018, Carl finally launched a small business of his own—L&L Web Consulting.Carl saw some early success on Upwork, but when one client who was taking up 50 hours of his work-week suddenly halted their project, Carl was left wondering if sites like Upwork were the best way to get web design clients.In the first half of today’s episode, we talk all about Upwork—should you be on it? Is it a good long-term strategy? And is it worth your time?Then we round out the show with a great conversation on hiring a marketing expert, When is the right time to hire? How can you find the right person? And ideas for what to do if you literally have no budget for hiring but desperately need help.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.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.Participate — Create a space for collaboration, communication and learning.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.Recently on the blog:90+ Best tools for freelancers who never want to have a boss again***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

May 7, 2020 • 44min
Why You're Failing at "Finding a Niche"
On today’s episode, we sit down with Margaret Ryland, a brand and identity designer who started her own design business not very long ago.Margaret is working hard trying to figure out exactly what kind of client to target which has left her listening to and reading a lot of advice about finding your freelance niche.Advice to "find your niche" in business is not uncommon on the Internet—you’ve probably seen it yourself. We've even published our own articles about it.But Clay and I worry that Margaret is rushing into niching down a little too fast. So in today’s conversation, we dissect why “find your niche” really isn’t all it’s cracked up to be—and what freelancers should be doing instead.We also talk about demanding full creative control from clients, ditching proposals, listing prices on your website, weeding out high-maintenance clients and lots more.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.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.Participate — Create a space for collaboration, communication and learning.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.Recently on the blog:How to Get Web Design Clients: 10 Pro Tips to Get Work Now***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

Apr 30, 2020 • 57min
Building a Business vs. Creating Another Job
Too many freelancers never actually build a business that works for them. Instead, they just build another job for themselves—trading one annoying boss for a dozen high-maintenance clients. Eesh.In today's episode, we sit down with Bobby Macey, founder of Macey Media. After side-hustling through a series of frustrating lay-offs, Bobby finally decided to take matters into his own hands and start a content agency.He’s doing a lot of things right and his business is growing fast.But Bobby still finds himself doing a lot of the client work he books—leaving him with late nights on his laptop and a work-life balance that’s a bit uneven.In today’s show, Clay and I share what we’ve learned about work-life balance and help Bobby answer important questions about when to hire and who to hire to best scale his business and rescue some of his personal life.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.Be a guest on an upcoming episode: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.Support our sponsors so we can keep airing new episodes:Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.Participate — Create a space for collaboration, communication and learning.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.Recently on the blog:Determining Who Gets a 1099-MISC Form and When it’s Due***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices

Apr 23, 2020 • 56min
Is Social Media Worth Your Time?
Auni Milne can close a deal with just about any client that comes her way. But getting new clients continues to be a struggle. Can being more active on social media help Auni improve her inbound lead generation? We explore that question on today's episode of Freelance to Founder.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.Be a guest on an upcoming episode: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.Support for this episode comes from:Harpoon — The next-generation time-tracking tool helps you plan for a profitable future.Participate — Create a space for collaboration, communication and learning.SolidGigs — Get more freelance jobs.Dripify — Premium learning platform for entrepreneurs.Recently on the blog:Have A Past Due Invoice? Use These Email Scripts to Resolve It NowResources mentioned in this episode:Auni's Instagram Feed (hint: she did exactly as promised in the episode! Way to go, Auni!)***This show is a part of the Podglomerate network, a company that produces, distributes, and monetizes podcasts. We encourage you to visit the website and sign up for our newsletter for more information about our shows, launches, and events. For more information on how The Podglomerate treats data, please see our Privacy Policy. Since you're listening to Freelance to Founder, we'd like to suggest you also try other Podglomerate shows surrounding entrepreneurship, business, and careers like Rocketship.fm and Creative Elements. Learn more about your ad choices. Visit megaphone.fm/adchoices