The most common failure mode in CTO engagements is that the scope was defined by the person who did not understand the technical work — not the person doing it. "Help us with our technical roadmap" is not a scope. A well-scoped CTO engagement has specific technical deliverables, a defined hour commitment, an explicit statement of what the CTO owns versus what they advise on, and a written offboarding plan. This scope-of-work template covers the elements that matter. The scope should specify: the hour commitment per month (not just "as needed"), what the CTO owns specifically (roadmap, hiring, architecture, security, or all of the above), what the CTO does not own (code writing, sprint tickets, day-to-day project management), which meetings the CTO attends, reporting structure (do they report to the CEO, the board, or the VP of Engineering), and the escalation process for technical decisions that need rapid resolution. For a rebuild or new build engagement: define the deliverable clearly (MVP shipped to production, team of N hired and operational, security posture at a defined level), define the timeline (3-9 months is typical), and define the handoff plan (who takes over when the CTO leaves and what documentation is required). The offboarding plan is often missing — it is the most important part of a build engagement. Without it, the company ends the engagement without the institutional knowledge needed to maintain what was built. Define the offboarding plan before signing.
The most common failure mode in CTO engagements is that the scope was defined by the person who did not understand the technical work — not the person doing it. "Help us with our technical roadmap" is not a scope. A well-scoped CTO engagement has specific technical deliverables, a defined hour commitment, an explicit statement of what the CTO owns versus what they advise on, and a written offboarding plan. This template covers scope elements that matter: the technical areas the CTO owns (architecture, hiring, security, or all of the above), the meeting cadence and reporting structure, 90-day success milestones with specific outcomes, and the handoff plan for when the engagement ends. The handoff plan is often missing — it is the most important part of a build engagement. Without it, the company ends the engagement without the institutional knowledge needed to maintain what was built.
Engagement Parameters
- Duration: [3 months / 6 months / ongoing]
- Hours per month: [10 / 20 / 40]
- Reporting to: CEO / COO / Board
- On-call availability: [yes / no / limited]
- Rate: $[X]/hour or $[Y]/month retainer
Core Deliverables
- Quarterly technical roadmap aligned to business OKRs
- Architecture review and documented recommendations
- Monthly engineering team update for leadership
- Security and compliance status report (quarterly)
- Hiring brief for any open engineering roles
Team Interaction Model
- Weekly 1:1 with engineering lead or VP Engineering
- Sprint planning attendance: [required / optional]
- Code review participation: [strategic PRs only / all]
- Incident response involvement: [SEV1 only / all severities]
- Vendor and tooling decision authority: [advisory / approval required]
Out of Scope
- Daily code contributions (unless explicitly agreed)
- Managing sprint tasks or Jira tickets
- Recruiting and interview scheduling
- DevOps and infrastructure toil
- Direct customer support
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