Is Now the Right Time For This? episode artwork

EPISODE · Oct 1, 2025 · 21 MIN

Is Now the Right Time For This?

from Freelance to Founder · host Millo

You're swamped with client work, staying up late to meet deadlines, and turning down opportunities because you simply can't handle more. Sound familiar? In this episode, Preston and Christine Olivas tackle one of the biggest transitions in a freelancer's journey: knowing when—and how—to hire your first contractor. Christine shares her experience growing from solo freelancer to running a 24-person operation, revealing why volume of work alone isn't the right reason to hire, and how choosing between "deliverable hires" and "business hires" can determine whether you build real freedom or just create another job for yourself. Support our show sponsors → https://freelancetofounder.com/sponsors Submit your own question → https://freelancetofounder.com/ask Learn more about guest co-host, Christine → https://www.linkedin.com/in/colivas/ — https://nosingleindividual.com/ Learn more about your ad choices. Visit megaphone.fm/adchoices

Episode metadata supplied by the publisher feed · Published Oct 1, 2025

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Is Now the Right Time For This?

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