More Clients, Less Freedom — What Went Wrong?

More Clients, Less Freedom — What Went Wrong?

From Freelance to Founder by Millo

June 10, 2026 · 17 min

About this episode

The episode discusses the challenges of freelancing, focusing on time management and strategies to regain control over one's schedule.

Shalimdar quit his 9-to-5 as a UI/UX designer, went full-time freelance, and hit a new income high. The problem? He's working more hours than ever—and still doesn't feel like he owns his time. Preston and AJ Cassata from Revenue Boost dig into exactly why this happens and walk through a practical framework for diagnosing where your time is actually going, what to cut, what to automate, and what to hand off—so you can stop trading every hour for a dollar and start running your business like a founder. Links: Support our show sponsors -> ⁠⁠https://freelancetofounder.com/sponsors⁠⁠ Submit your own question -> ⁠⁠https://freelancetofounder.com/ask⁠ Attend The "10X Your Freelancing" Summit -> ⁠⁠https://10XFreelance.com⁠⁠ (FREE) Learn more about your ad choices. Visit megaphone.fm/adchoices

People in this episode

Host: Preston

Guests: Shalimdar, AJ Cassata

Topics covered

  • freelancing
  • time management
  • business strategy
  • work-life balance
  • automation

Keywords

  • freelance
  • UI/UX designer
  • income
  • time ownership
  • business framework

Mentioned in this episode

Organizations: Revenue Boost

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