cyberneticlibrary

Structure effective one-on-ones that scale trust

one-on-onesskillsetup L196
TheCraigHewitt/skills
What it does

Structure effective 1:1s that build trust and surface problems early

Best for

Founder-managers (especially first-time) who want to stop feeling reactive to team issues and build the one habit that scales: consistent 1:1s that surface problems before they're crises.

Inputs
  • · Direct report name, role, tenure
  • · How it's going (strong performer / struggling / new / in-between)
  • · Specific topics to address or routine check-in mode
  • · Time since last 1:1 (flags consistency issue if >2 weeks)
Outputs
  • · 1:1 agenda with their-time-first structure (listen 10-15min, your topics 10-15min, close 5min)
  • · Prep notes card (their mindset, your #1 goal, listening prompts, don't-forget items)
  • · Feedback script if constructive feedback is due (Situation-Behavior-Impact format)
Preconditions
  • · Founder commits to consistent 1:1 cadence (weekly or bi-weekly, not skip-when-busy)
  • · BUSINESS_CONTEXT.md helpful for context but not required
Failure modes
  • · 1:1 becomes status update when founder talks 80% and listens 20%
  • · Feedback held too long (weeks/months) and delivered as performance review, not coaching
  • · Skip 1:1s during crunch and lose early signal that person is disengaged or blocked
Trust signals
  • · Emphasizes 'their time first' (70/30 listening ratio, not 50/50)
  • · Situation-Behavior-Impact feedback framework ensures specificity (not vague praise/criticism)
  • · Prep card keeps founder focused on one goal per 1:1 (not a laundry list)
  • · Flags consistency issue if 1:1s are >2 weeks apart