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When to Hire Your First Technical Team Members

When to Hire Your First Technical Team Members

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A founder just lost $200K on two technical hires that quit after 8 months. Here's how to avoid becoming that statistic.

Building on our previous episodes about scaling and flexible tech architecture, this episode tackles one of the most expensive decisions founders make: when and how to hire technical talent.

You'll discover:

  • The Hiring Timing Matrix: exactly when you're ready for technical hires (hint: it's later than you think)
  • The 5 fatal mistakes that kill early technical hires—and how to avoid each one
  • Why Jennifer's $200K hiring disaster could have been solved with a $35K strategic approach
  • The "Swiss Army Knife" trap that sets new hires up for failure
  • How to use fractional and contract talent to validate needs before full-time commitments

Perfect for: Founders considering their first technical hire, CEOs frustrated with previous technical hires, and entrepreneurs who want to build technical teams strategically, not reactively.

Key framework: Don't hire for where you are—hire for where you'll be in 18 months.

Builds on: Our previous episodes about scaling failures and building flexible tech systems. Listen to those first for the complete scaling strategy.

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