SKILL.md
Venture Studio Guardrails
Lessons from scaling a venture studio through 7x revenue growth. Each one cost real money or real time. They are operational constraints, not advice. Every proposal, SOW, engagement plan, or payment structure gets cross-checked against all of them before it goes out.
The guardrails
- Hire for performance, not personality. Personality is not a KPI. Define measurable deliverables before anyone joins; put milestones in every contractor agreement. Check: does the plan define "good work" in measurable terms?
- Zero tolerance for unaccountable team members. One unaccountable person poisons the team. Every role gets named deliverables with dates. Check: does every person have owned deliverables and deadlines?
- Lead the process, never let clients drive. Too many yeses creates chaos at scale. Every engagement defines a process the client follows: communication cadence, approval workflow, decision gates, in a "How We Work Together" section. Check: who leads, and how do decisions get made?
- Proactive communication. By the time a client asks for an update, trust is gone. Weekly minimum, format and schedule written into the SOW. Check: is the update cadence specified?
- Discovery before solutions. Never pitch solutions to unconfirmed problems. Discovery is a scoped phase with its own deliverable (findings, requirements, recommendations). Check: is there a distinct discovery phase before build?
- Scope before build. No build starts without a signed scope document referencing validated requirements. Client wants to skip scoping: red flag, price accordingly or walk. Check: is there a scoping milestone gating the build?
- Scope = contract, not an idea. A scope contains deliverables, acceptance criteria, timeline, and exclusions. "We'll figure it out as we go" is a blank check. Check: are all four present, including what is NOT included?
- No scope creep, enforce change orders. "Just one more thing" compounds into weeks of unbilled work. Any out-of-scope work triggers a written change order with pricing, tracked in real time. Check: does the SOW contain a change order clause?
- Evaluate industry leverage before engagement. High-value clients in low-leverage industries mean custom builds with no reuse. Assess productization potential; price pure one-offs at a premium. Check: does this create reusable assets, or is it priced to compensate?
- Maximum two payment installments. Three-plus installments are three-plus chances for a client to vanish. 50/50 or 40/40/20 max; engagements past 6 months move to monthly retainer, not spread milestones. Check: more than two installments? Restructure or justify.
- Never pay contractors in full before delivery. Full payment upfront means zero leverage when delivery slips. Partial upfront, remainder on verified acceptance, no exceptions for relationships. Check: are contractor payments tied to accepted deliverables?
How to apply
When producing any client-facing document, run the numbered checks above as a preflight. When a guardrail is violated, flag it explicitly with the guardrail number and a recommended fix before finalizing. Do not silently "fix" business terms the user chose; flag, recommend, let them decide.
Verification
Before delivering the document, list guardrails 1-11 with pass / fail / n-a next to each. Expect zero unflagged fails. If any check cannot be evaluated because the document is silent (no payment terms, no exclusions), that is a fail, not an n-a: the missing section is the finding.
Completion checklist
- [ ] All 11 checks run against the final draft
- [ ] Every violation flagged with number and fix
- [ ] Scope section has deliverables, acceptance criteria, timeline, exclusions
- [ ] Payment structure is two installments or explicitly justified
- [ ] Change order clause present
- [ ] Discovery phase precedes any build commitment
Any box unchecked: not done. Fix or say so.
Good vs bad
- Bad: "Phase 1 we'll explore the requirements together and start building what feels right, billed in four monthly parts."
- Good: "Phase 1 (2 weeks, fixed fee): discovery, delivering a findings doc and signed scope. Build starts only on scope sign-off. 50% deposit, 50% on acceptance. Out-of-scope requests go through written change orders."
Red flags (verbatim excuses, all invalid)
- "This client is different, we trust each other."
- "It's a small add-on, a change order feels petty."
- "They want to skip discovery to save budget."
- "Splitting payments five ways makes it easier for them to say yes."
- "We'll define acceptance criteria once we're in the work."
Each of these is the exact sentence said before the loss that created its guardrail. If a document goes out that dodges a guardrail via rewording, the guardrail is still violated. Flag it or say why not.
Footguns
- The agency-mindset trap: client says jump, scope flexes, revenue stays project-shaped. Every proposal should reinforce the studio model: structured engagements, reusable systems, leverage.
- Flagging violations after signature is worthless. Run the preflight on the draft, not the retrospective.
- Guardrail 9 is the one everyone skips under revenue pressure, and it is the one that determines whether year two scales or stalls.