Who to Hire in the Messy Middle of your Entrepreneur Journey | S04E13

8 Dec 2025 · 20 min
Episode

8 Dec 2025 · 20 min

0:00

Kris Plachy explains hiring decisions should be driven by the business growth phase. She defines three phases: (1) Solopreneur — everything in founder’s head; hire tacticians/producers who take direction and execute; (2) Messy middle/entrepreneurial phase — business outgrows the founder alone and needs flexible, hands-on hires who both execute and iterate quickly (the author calls for hires who can deploy as well as contribute tactically); (3) Established/CEO phase — when the business has consistent revenue and systems, hire higher-level leaders (C-suite/strategy deployers) who build strategy rather than do day-to-day production. She warns against hiring corporate-style strategists too early or outsourcing core controls (billing/HR) without management capacity. Ends with program promotion and CTA.

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