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.
orOct 07, 2021
On today’s show, our guest Nouman slams us with more questions than any guest before and we do our best to deliver some good answers. Nouman has quickly grown his agency from 3 partners to over 20 employees in just a couple years.
But most of Nouman’s clients still come from Upwork or Fiverr and he’s unsure how to break into more legitimate, bigger clients—particularly in countries where cultures are so different.
We talk about how to hire the right people, how to overcome cultural barriers, where to find bigger clients, and lots more.
ATTENTION: We Need YOU!
We're currently casting new guests for our upcoming season and we want to feature your business. Come on the show and we'll offer some free pro-level advice for scaling your service business. To join us on the air, click here.
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Sep 30, 2021
On today’s show, we have a conversation with Rachel Cooke who designs high-ticket training experiences for massive clients.
Rachel’s business is doing well. She’s happy with the amount of money she’s making and where her business is headed.
But she doesn’t necessarily like the fluctuation in revenue and not knowing exactly how much she’ll make in the coming months or years.
So Clay and I walk her through a few ideas including how to diversify her product offering in a way that might bring in some more predictable revenue in addition to her high-ticket offering.
ATTENTION: We Need YOU!
We're currently casting new guests for our upcoming season and we want to feature your business. Come on the show and we'll offer some free pro-level advice for scaling your service business. To join us on the air, click here.
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Sep 28, 2021
To listen to more episodes or subscribe to Compiler, click here.
Technology can be bold. But it can also be complicated. Compiler breaks down the big questions about tech and the tech industry in this new original podcast.
On today's bonus episode, I share with you a brand new podcast called 'Compiler', an original podcast from Red Hat.
Becoming a manager can be a triumphant milestone of working life. It’s often a recognition of leadership and, in the tech industry, technical skill. Many argue those skills necessarily become casualties to the management track. But it’s hard to let go of your creative side to make room for managing others. Can they do both? Should managers code? It’s an old question that never seems to receive a clear answer.
From the Red Hat offices to the moons of Jupiter, Compiler explores why it’s such a complex issue. We spoke with Red Hatters who are vocal about what role, if any, managers have in the code base—and why they fight to keep their hands on keys for as long as they can.
Featured guests
Chris Bredesen
Laurie Krebs
Mark Little
Bob McWhirter
Shoshana Collins
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You can search for Compiler anywhere you get your podcasts. A big thank you to Compiler for their support of Freelance to Founder.
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Sep 23, 2021
Looping yourself out of every aspect of your business can be a bit terrifying. But it's also incredibly liberating. Hear why on today's show.
On today’s show, I talk with Joe Babi who’s building his own SEO agency. Not long ago, Joe found himself overworked and missing out on important life events. That’s when he realized he HAD to make a change.
So over the last year or two, Joe has scaled his agency in a way that loops him out of his business more and more.
Being okay with being "out of the loop" can be a real challenge, but it also opens up all kinds of freedom, opportunity, and growth for your business.
If you ever feel burned out or like you’re a bottleneck in your own business, this episode is for you.
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Sep 16, 2021
How can you get agency-level leads (big budgets, long timelines) when you're just a freelancer?
On today’s show, we chat with Ilias a Shopify developer from Morocco. Ilias has been freelancing for over two years and thinks it might be time to move from freelancing to building an agency.
He hits us with a lot of great questions, including: "how can I find agency-quality leads?" Projects with big budgets, established companies, and larger scopes or timelines.
Clay and I do our best to answer that and many other questions in this jam=packed episode.
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Sep 09, 2021
On today’s show, we share over 10 free or inexpensive marketing tactics you can use in your own business right away.
And no, we’re not talking about posting on Instagram and crossing your fingers—these are real-world, high ROI marketing tactics we’ve used or continue to use to build our own businesses.
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Sep 02, 2021
On today’s show we catch up with Sara Noel, a freelancer with a pretty interesting journey. Sara didn’t study copywriting or marketing at school but now, she’s got a six-figure freelancing business doing just that: copywriting and marketing.
In our conversation, Sara shares exactly what she did to decide on a skill, teach herself that skill, and then monetize her brand-new skill into a full-fledged business.
Whether you want to learn a new skill to offer your current clients, or want to pivot to a new industry altogether, this episode will motivate you to take action and give you a road map you can use to get there.
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Aug 26, 2021
On today’s show, Preston has a one-on-one conversation with freelance podcast expert Noah Tetzner who built a six-figure Upwork profile in under 90 days. Noah has studied the Upwork algorithm in order to find success quickly and together we discuss getting jobs on Upwork, achieving “Top-Rated Plus” status (and why you want it), plus how to replicate his success even if you're just getting started on Upwork.
If you’ve wondered if Upwork is worth your time—or your Upwork profile needs a boost, this is a must-listen episode for you.
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Aug 19, 2021
On today’s show, we chat with Mateo Melgar who’s calling in from Mexico. Mateo has been working hard as a freelancer and making pretty great money at it too. But even with all his success, Mateo still feels like he’s just trading his hourly work for a paycheck. He’s ready to go from freelancer to agency and build a business that makes money beyond himself.
But being ready and actually feeling motivated and accountable are two very different things. So Clay and I help Mateo break down a few ways he can stay motivated to get important tasks done and stay accountable to the vision of his future.
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Aug 12, 2021
On today’s episode, I’m digging into our show archives to bring you a conversation that most of you missed because we aired it so early on.
If you haven’t heard this episode you’re missing out because it’s an early conversation between me and Clay about how he built his first agency to over $100,000/mo in recurring revenue.
Those of you who are quick at math have already figured out that means over a million dollars in predictable, recurring income per year.
And Clay started the whole thing as a freelancer just trying to figure out how it all works.
It’s an inspiring tale of hard work, passion, and smart business. Freelancers and agency builders at any stage can learn something from Clay’s story.
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Aug 05, 2021
Sales is one of your most important tasks as a business owner. But hiring for sales can be a nightmare.
On this week’s episode, we talk with Jason Vance, a former web design freelancer who’s building his next company in marketing.
Jason stumbled on a creative idea that led him to pivot and start a marketing agency late last year.
Now, just 9 months later, he’s got 9 employees and a whole lot of work that needs to get done.
But hiring the right salespeople is something Jason just hasn't figured out yet.
So toward the end of this episode, we give a masterclass in hiring salespeople without all the headache.
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Jul 29, 2021
With millions of potential clients spending time on Linkedin, it's worth learning how to get it right. Today, we share our top tips for getting clients through LinkedIn.
On today’s show, we have a coaching call with side-hustler Corey who’s building a web design business for physical therapists and other health professionals.
Among other things, we end up talking in-depth about using Linkedin to get more clients. Our guest co-host and my friend Chelsea Baldwin and I share some of our tried-and-true tactics for making quality connections on Linkedin. We also talk about recurring clients, outsourcing your work, and lots more.
If you think Linkedin could be a great way for you to connect with potential new clients, but you’re just not sure how to go about it, this episode is for you. You might also enjoy reading the following articles from the blog:
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Jul 22, 2021
Freelance job sites are a great way to get your foot in the door as a freelancer. But are they the best long-term strategy for growing an agency?
On today’s show, we have a coaching call with Ron, who has been freelancing on Fiverr for over 10 years—and he’s done quite well for himself.
Ron gets a ton of new business from Fiverr, but he’s worried about two things: first, it can be difficult to build long-term relationships with clients on Fiverr and second, if there was an algorithm adjustment or some other unforeseen change, Ron’s entire business would disappear.
So he’s ready to start building his own processes in addition to the work he already does on the platform. We start off with some great tips from Ron about succeeding on Fiverr and then guest coach and friend Chelsea Baldwin and I chime in with our best advice for expanding away from marketplaces like Fiverr.
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Jul 15, 2021
New clients are often the lifeblood of a freelance business, but what if taking on new work is holding you back from growing your business?
On today’s show, we give some coaching to Will Gibbons—a product rendering expert who works with huge brands like Pelaton, 3M, Vizio and more.
After a year of freelancing, Will is facing perhaps one of the best problems you can ask for:
He’s got too many client requests coming in and too much work that needs done.
So in this episode, Clay and I walk him through a few hiring, scaling, and management tips to help him scale up his freelancing without losing control of his business.
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Jul 08, 2021
On today’s show, we have a conversation with Corbett Barr from CorbettBarr.com.
Corbett has had a huge impact on my life and business and, after a recent conversation with Clay about hustling and burning out, I knew I had to introduce them.
That’s because Corbett is one of my favorite thinkers when it comes to balancing life with the hustle of entrepreneurship.
Corbett’s insights lead us down a path answering questions like: what am I giving up by hustling all the time? Do I really need to promote my business everywhere online? Or how can I stop wasting time on tasks that don’t matter and focus on better ones?
If you’ve ever felt even a little bit of burn-out—if you’ve ever felt overworked in your own business, wondering where you’re entrepreneurial freedom went, then this episode is for you.
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Jul 01, 2021
On today’s episode, Caroline calls in from one of my favorite places on Earth: the Netherlands.
Caroline is building a graphic and web design business and has already hired quite a few contractors. She gets a decent amount of work every month, but each new month leaves her with the frightening question:
Will we get enough new business this month?
With some good lead generation in place, a team working at about 20% capacity, and a desire to grow, she’s in a perfect place to make fast progress.
Today’s episode is all about marketing, sales, and lead generation for your business.
Without a steady pipeline, you can’t have a steady business. And this episode wraps up with some highly actionable advice for making real progress in sales and marketing.
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Jun 24, 2021
On today’s show, I’m joined again by my friend Matt Olpinski for our coaching call with side-hustler-turned agency-builder Jason Frostholm.
After working on the side for years, Jason and his wife finally decided to take their freelancing full-time and build an agency together.
That was right before the global pandemic.
Now, after a year of eating into savings, they’ve used word-of-mouth to build up some good relationships and they have the beginnings of a solid client base.
But, as any agency-builder knows all too well, word-of-mouth marketing can be finicky and unreliable. So Jason wants to improve his marketing and sales to build a more predictable client pipeline.
The problem? He’s a bit of an introvert.
So today’s episode becomes all about promoting yourself and your business even when you're introverted like Jason.
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Jun 22, 2021
After working with creatives for 10+ years, Clay and I know it can be hard making a living from your art and creativity.
If your creative business needs a little boost, I suggest you listen to Creative Elements—a really great podcast from my friend Jay Clouse.
Creative Elements is a highly produced narrative-interview show where Jay talks to high-profile, successful creators about how they built a business from their creativity.
He’s had conversations with legendary marketer Seth Godin, Grammar Girl founder, Mignon Fogarty, Atomic Habits author, James Clear, and Etsy expert Morgan Nield, just to name a few.
Track down the full episode we recently shared right here in the Freelance to Founder feed and have a listen for yourself. You won’t be disappointed. In fact, you’ll be inspired to keep moving forward, leveraging your creativity to build a business you can be proud of.
You should subscribe and listen to Creative Elements on Spotify, Apple Podcasts or wherever else you get your podcasts.
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Jun 17, 2021
Today we have a coaching call with Joseph, a digital nomad working in Mexico. Joseph is building his Wordpress development company on the side of his day job with dreams of becoming a full-time entrepreneur.
But there’s one major thing standing in Joseph’s way. As you’ll hear him explain during the show, Joseph is charging what he calls “employee” prices which just doesn’t give him enough cashflow to scale.
Clay and I are up to the challenge as we spend the full second half of the episode tackling the question: how to do I raise my prices?
Here’s a hint: it’s all about demand and value. If you don’t have those dialed in, you’ll never be able to raise your prices.
If you’ve wanted to raise your rates for a long time, but were unsure how to do it, then this episode is for you.
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Jun 10, 2021
Today’s coaching call is with Andy who’s calling in from Colorado, USA. And while Andy runs a business that Clay and I know virtually nothing about, he’s facing a question we have lots of answers to:
Should Andy do his own marketing?
He’s already working 40-50 hours a week in his business and he’s trying to figure out who to hire next, where to find them, and what tasks to assign them.
It’s a common question for service-based businesses: should you focus on doing the work for current clients or generating leads and clients for the future.
If you’re not sure how to balance doing your own marketing with all the other tasks you have to tackle in your business, stay tuned because this episode will be an eye-opener for you.
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Jun 03, 2021
Have you ever found yourself approaching burnout in your business and wondered: is there any way to generate revenue on autopilot?
On this episode, Clay and I hit record on a rather personal conversation we were having about our businesses. The question is: can we make enough money on autopilot to finance a nice lifestyle without having to put in long hours every single week or—as Clay hopes—without really any work at all.
Throughout the episode, I share how I’ve outsourced most of my daily tasks, focusing instead on the work I enjoy most and the recent discovery Clay made about passive income in his business.
It’s this discovery that launched Clay into a small moment of questioning everything about his business. And it led to a nice conversation which is what we share with you today in this episode.
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May 27, 2021
On today’s episode Clay and I are joined by the editor of Entrepreneur Magazine, Jason Feifer to talk about how to get press for your freelance business.
Whether you want to get more visibility to your brand or attract new clients using earned media, this conversation with Jason will give you actionable, real-world advice on getting featured by journalists and influencers.
We also kick off the conversation chatting about the current state of freelancing and the future of freelancing in a post-pandemic world.
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May 20, 2021
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 everytime Mannat posts her work to social media, she gets packaging design clients and others reaching out who just don’t match her target audience.
This leaves Mannat asking “what exactly should I be posting on social media to attract my ideal client?"
We walk her through a few key social media strategies that’ll also help you build your online presence and attract the right clients on social media.
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.
Support our sponsors so we can keep airing new episodes:
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.
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Learn more about your ad choices. Visit megaphone.fm/adchoices
May 13, 2021
Today’s coaching call is with Keegan who’s calling in from Louisiana, USA.
Keegan is building a web design business (something Clay knows a lot about) on the side of his day job (something I have tons of experience in).
And while Keegan has a very clear picture of where he’s going, he’s not exactly sure how to attract clients on a more consistent basis.
This hurdle launches us into a conversation all about the power of finding local clients.
We outline a few reasons you should try focusing on local clients—including one or two that might surprise you.
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.
Support our sponsors so we can keep airing new episodes:
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.
Podglomerate Privacy Policy.
Learn more about your ad choices. Visit megaphone.fm/adchoices
May 06, 2021
On today’s show, we talk with Karl who’s holding on tight while his writing business is growing fast.
After writing for a few highly technical development blogs, Karl’s business exploded and he now works with 50 writers to deliver articles for his clients.
And while Karl is crushing it by some standards (his writing business has quadrupled since January), he’s naturally feeling like a bottleneck in his fast-expanding business.
Clay and I have a fiery chat with Karl where we uncover what has done right in his business to experience massive growth and some tough truths about what he has to do next in order to stay on track and not slow his own business down.
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.
Support our sponsors so we can keep airing new episodes:
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.
Podglomerate Privacy Policy.
Learn more about your ad choices. Visit megaphone.fm/adchoices
We're working on a few big changes to the show and won't be taking guests for now. Sorry about that! You can still submit a shorter question here.
I got so much good advice on the podcast. I can happily report that I made more money last year while working part-time and being able to spend a lot of time with my daughter. Huge wins. —Kate Mrozowski
Preston & Clay give such great insights ... always so much to learn from them! Honest, candid conversations about the ups and downs of freelancing and growing a business at any stage. —Alex Weaver
Preston and Clay have great chemistry and their sometimes opposing opinions make for a good balance! I’ve enjoyed being able to learn from others who are a few steps ahead of me in their respective careers. —Will Gibbons