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Guide14 min readFocus · October

Your First Five Hires

Org-design templates from operators who've done it twice.

Focus for October

Promote, don't hire

October: an internal promotion done well beats two external hires done fast.

Refreshes on the 1st of every month

Look at the team. Who's grown past their current role? A clear promotion path retains your best people and removes one external search from the queue.

  • List anyone outgrowing current scope
  • Draft the promoted-role scorecard
  • Have the conversation, then the offer
  • Backfill the vacated seat with intent
01

Hire in the order of leverage, not pain

Most first-time owners hire in the order of their own pain. That's wrong. The first five hires should follow the order of business leverage: revenue first, operations second, specialized last.

02

The five archetypes

#RoleHire when…Common mistake
1Closer / producer who isn't youYou're turning down work or capping growth at your capacityHiring an admin first because they're cheaper
2Operations lieutenantYou're spending >15 hrs/week on scheduling, dispatch, or coordinationHiring a 'manager' before there's anything to manage
3Bookkeeper → controllerBooks are 30+ days behind or you can't answer 'what's our gross margin'Outsourcing forever instead of bringing it in at $1M revenue
4Customer-success ownerChurn or repeat-purchase rate is dropping and you don't know whyTreating this as 'support' instead of retention/expansion
5Senior trade or craft hireQuality is starting to vary by who's on the jobHiring 2 juniors when 1 senior would have fixed it
03

Comp without giving away the company

Bands for early-stage hires in most US metros. Adjust ±20% for HCOL/LCOL.

RoleBase rangeVariableEquity?
Closer / producer$60-90kCommission 5-15% GPNo
Ops lieutenant$65-95k5-10% bonus on operating metricsNo (phantom OK at scale)
Controller$80-120k5-10% bonusNo
Customer success$55-80kBonus on retention/NRRNo
Senior trade$70-110kProject bonus or hourly OTNo
04

The 90-day scorecard

Three metrics, one behavioral expectation, written down before they start.

Worked example
Sample: Operations Lieutenant scorecard

1) On-time job completion ≥ 90% by day 60. 2) Owner hours on scheduling/dispatch ≤ 3/week by day 90. 3) Job profitability variance ≤ 10% on jobs they coordinate. Behavioral: documents every process they touch in our shared playbook within 48 hours.