cyberneticlibrary

Surface founder blindspots and worst-case plans

slo-founder-checkskillsetup L13
kerberosmansour/SunLitOrchestra
What it does

Surface founder blindspots and force worst-case operational planning

Best for

YC-bound or venture-backed founders needing a personal health check-in and worst-case contingency plan before board meetings or fundraising.

Inputs
  • · Founder's honest hours worked, sleep, and time off patterns
  • · Personal cash runway and burn rate
  • · Company cash and monthly burn
  • · Worst-case scenarios (company and personal)
  • · Post-shutdown income plan (if needed)
Outputs
  • · 12-question self-assessment document (founder-check-YYYY-MM.md)
  • · Worst-case-runway worksheet with cost-cut tiers and break-even triggers
  • · YC application prep grid (if actively applying)
  • · Personal and company health assessment with suppression flags
Preconditions
  • · Founder willing to answer 12 personal/operational questions in writing
  • · Access to personal cash, company cash, and burn rate data
  • · Honest engagement without suppression of difficult signals
Failure modes
  • · Suppression detection is heuristic-based — may miss denial patterns
  • · YC prep section incomplete in excerpt
  • · No follow-up mechanism if founder refuses to answer honestly
  • · Confidential tier — requires secure storage and access control
Trust signals
  • · 12-question framework covers sleep, hours, personal cash, company runway, worst-case planning
  • · Cost-cut tier progression documented (Tier 1-4 with specific examples)
  • · YC application question prep grid mentioned
  • · Suppression flagging for answers like 'I'm fine' without specificity