Can Your Business Run on Autopilot?

Can Your Business Run on Autopilot?

Author: Millo May 4, 2023 Duration: 55:18
On today’s show, we chat with Carey from PodcastFastTrack.com where his business has taken off over the years. Carey is a bit further along in life than many of our guests and is contemplating retirement.  But instead of just selling his business, he wonders: can he just hire the right people to keep the business running smoothly and send him a paycheck each month? The answer is “yes” and by the end of the show, Carey admits he wished he’d considered this question much earlier in his career.  This episode was originally aired on July 28, 2022. 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: Ampla - Providing capital, banking, bill pay, cards, and insights to omnichannel businesses. Sendinblue - Use promo code FOUNDER for 50% off your first three months on a premium account at https://www.sendinblue.com/founder/ Dripify - Premium learning platform for entrepreneurs. SolidGigs - Get more freelance jobs 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. 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

There’s a common gap between working for yourself and truly building something that lasts, and Freelance to Founder lives in that space. This isn’t just theory; it’s a daily conversation for freelancers who are tired of the unpredictable income and ready to create a real business. Host Preston Lee draws from his own journey from freelancer to someone who has built and sold companies, and he brings that grounded perspective to every episode. Nearly every weekday, Preston is joined by other founders and entrepreneurs who’ve navigated the same path, breaking down the practical steps you can take to scale your solo operation. The call-in format means you’re hearing real questions from people in the trenches, facing the same client issues, pricing dilemmas, and growth plateaus you might be. Listening to this podcast feels like having a direct line to a supportive and experienced mastermind group, one that focuses on actionable strategies over vague inspiration. It’s for the designer, writer, developer, or consultant who’s ready to move beyond the feast-or-famine cycle and lay the foundation for something more substantial and sustainable. The discussions are candid, the advice is tested, and the goal is always clear: helping you transition from a solo practitioner to the founder of a thriving business.
Author: Language: English Episodes: 100

Freelance to Founder
Podcast Episodes
Best Proposal & Contract Tool? [not-audio_url] [/not-audio_url]

Duration: 15:56
Drowning in proposal and contract paperwork? Clay and Preston reveal the surprising truth about client management tools—it's not about finding the perfect software, but something else entirely. Support our show sponsors…
Did I Just Lose Money? [not-audio_url] [/not-audio_url]

Duration: 14:27
Have you ever sent a proposal, completed extra work, and then panicked about sending the invoice? Laura did exactly that—and she's convinced she's about to lose a valuable client. But here's the thing: the disaster she's…
Is It Just Me? Or... [not-audio_url] [/not-audio_url]

Duration: 24:04
Is it just me, or does it seem easier to close a sale when you're a freelancer than as a full agency? Amy Bridges asked this question which lead Preston and Clay to tackle the counterintuitive truth about sales, retentio…
Should I Fight This? [not-audio_url] [/not-audio_url]

Duration: 14:40
An old client from two years ago wants the original design files from a past project—but you're worried about losing future work by handing them over. Should you push back, charge for the files, or just let it go? In thi…
Mental Health > Hustle Culture [not-audio_url] [/not-audio_url]

Duration: 14:27
Feeling burned out on the business side of freelancing? You still love the creative work, but networking and client acquisition feel overwhelming? You're not alone. In this episode, Rachel asks how to reconnect with her…
Why Delegating Isn't Working [not-audio_url] [/not-audio_url]

Duration: 20:10
As your freelance business grows, you hit an inevitable ceiling: there's only so much you can do yourself. But delegating effectively is harder than it sounds. How do you train team members to run with tasks independentl…
Rush Fees: A Trap or a Bonus? [not-audio_url] [/not-audio_url]

Duration: 13:32
It's 5:22 PM on a Friday, and a client emails asking if you can design an ad tonight. Do you drop everything and work late? Charge a rush fee? Or simply say no? In this episode, Preston and Clay tackle listener Kirsten's…
The Secret Weapon of Pricing [not-audio_url] [/not-audio_url]

Duration: 17:04
Should you charge by the hour or by the project? If you've ever struggled with this question, you're not alone. But here's the truth: you might be asking the wrong question entirely. In this episode, Preston and Clay div…
Do I HAVE to Be a Marketer? [not-audio_url] [/not-audio_url]

Duration: 22:09
Feeling pressured to add marketing services to your web design business just because a course told you to? In this episode, Preston and Clay challenge the "supposed to" mentality that keeps freelancers stuck offering ser…
What's the Marketing "Silver Bullet"? [not-audio_url] [/not-audio_url]

Duration: 22:03
Feeling paralyzed by the endless stream of marketing tactics you "should" be doing? You're not alone. In this episode, Matt from Barrow Studio asks the question every service business owner wrestles with: with so many ma…