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Clay and Preston have each grown their own one-person businesses to something much bigger and now they offer weekly coaching calls with freelancers ready to do the same. Your weekly dose of real-world, practical, actionable advice to take your service-based business to the next level—with occasional surprise guest experts or deep dives on must-have skills for success. New shows every Thursday.
 
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show series
 
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. Throug…
 
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…
 
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 t…
 
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 …
 
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. S…
 
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 …
 
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. Get your own on-air coaching call We'd love to…
 
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 th…
 
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 replicat…
 
On today’s show, we chat with Mateo 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…
 
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 qui…
 
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…
 
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…
 
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 a…
 
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…
 
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 entr…
 
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? W…
 
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 i…
 
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-p…
 
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” …
 
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 fin…
 
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 l…
 
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 jou…
 
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…
 
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 b…
 
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