Operator Tools
Are you the firm's bottleneck?
A 12-question diagnostic for founder-CEOs of tech middle-market firms ($10M–$100M ARR), built from 40+ operator engagements. Your answers don't leave this page.
Diagnose the dependency — 12 questions
Diagnostic · 12 questions · 3 minutes
Are you the firm's bottleneck?
Answer honestly. Your score doesn't leave this page (we don't store it). Built from 40+ engagements with tech middle-market firms.
- 1. How many decisions per week require your sign-off?Pricing exceptions, team hires, customer escalations, vendor contracts, roadmap calls.
- 2. What % of your closed-won pipeline closes without you in the room?Discovery, demo, negotiation, or final close. The lower the %, the higher the bottleneck.
- 3. When was the last full week you were unreachable?Real unreachable. Phone off, no Slack. Not 'on a flight.'
- 4. How many of your direct reports could run the firm for 30 days without you?Honestly. Not 'they could try.' Could they run it.
- 5. Do new hires get onboarded by you or by a documented system?If onboarding ROI tracks with your calendar availability, that's a system gap.
- 6. Can your CFO close a month without your input on revenue recognition?Bonus points if there's an FP&A model the CFO actually owns.
- 7. Is your customer success leader empowered to issue credits and renegotiate terms?Without checking with you. Within a published policy.
- 8. When something breaks in production at 2 AM, who is paged first?If it's the founder, that's a problem.
- 9. Do you have a written succession plan reviewed in the last 12 months?PE buyers ask for this in week one of diligence.
- 10. Have you taken 2+ consecutive weeks of vacation in the last 18 months?Real vacation. Out-of-office responder, no email.
- 11. What % of your management team has equity vesting beyond the next 12 months?Retention math matters. Cliff dates don't lie.
- 12. Could a buyer's diligence team interview your leadership without you in the room?If the answer is 'no, they'd get the wrong story,' that's the bottleneck.
Note 01 · Why Why this diagnostic exists
Most founder-CEOs we work with describe their constraint as "growth has stalled." When we look at the engagement closely, the real constraint is structural: the founder is on the critical path of too many decisions, and the firm cannot scale past their personal calendar. A buyer's diligence team will price this risk into the multiple — typically 1–3 turns of EBITDA depending on the depth of the dependency.
Note 02 · The score How the score is built
The 12 questions aren't equal. Decision-velocity questions (sign-off load, succession plan, diligence interviewability) are weighted 1.5×; lifestyle questions (vacation, on-call) are weighted 0.8×. The total maps to one of four bands and routes you to the pillar of work that's most likely to move the number.
Note 03 · Next move What to do with the result
The result is a starting point, not a verdict. If your score lands in Critical or High, the right move is rarely "hire a COO" — it's first mapping every founder-owned decision and engineering the systems that replace each one. We've taken firms from Critical to Exit-ready in 9–18 months. The pillar page linked from your result has the playbook.
