Your First Hire Could Save You… or Sink You

Freelance to Founder by Millo

Oct 6, 202621:36Business

Christine Olivas has a calendar that won't quit and a pile of projects she keeps saying no to. The obvious move is to hire, but she knows the wrong hire at the wrong time just creates a bigger, more expensive mess. Prest...

Related Episodes

Continue listening to more episodes from Freelance to Founder.

What's Your Cut When You Hire Help?

Oct 7, 2026 - 24:22

Layla built Bright Horizon Media from the ground up, and now her social media agency has a team and real...

Do Clients Actually Care If You're an "Expert"?

Oct 5, 2026 - 15:01

CodeCrafter's skills are solid and his work speaks for itself, but he keeps holding back. Charging more f...

Is Subcontracting Quietly Erasing Your Business?

Oct 2, 2026 - 13:44

Garrett is a 30-year-old nonprofit consultant doing great work for a seasoned consultant. The problem is...

Should You Go For Giant Projects?

Oct 1, 2026 - 19:30

A solo designer finally gets the call from a big-name client, and it's the kind of project that could tur...

Non-US Freelancer: Roadblock or Excuse?

Sep 30, 2026 - 18:40

Dieter is weighing a big question from his home base in Europe: is it worth going after US clients at all...

"I'll Just Do It Myself" = Burnout

Sep 29, 2026 - 21:11

A freelancer is buried in admin work, turning down good projects and missing dinners at home. The fix see...

Undercharging… or Just Scared?

Sep 28, 2026 - 22:29

A freelancer sits down to send a quote. The work is agency-level and the results are real, but the number...

Referrals Work... But is it Enough?

Sep 25, 2026 - 22:29

Lana runs Homewear Designs, and real estate agents in New York and the Hamptons keep sending her home sta...