Sheet 01 · CTO for hire · Lee Benson

Launch your MVP in the next 90 days.

Hi, I'm Lee Benson, a former engineering manager at Datadog. For 25+ years I've helped companies build software and get acquired. Hire me to build your next project in under 90 days. I work AI-first, with the human experience to back it up.

DISCOVERD 1–14 BUILDD 15–75 LAUNCHD 76–90 CUT YES NO · RE-SCOPE SHIP ITERATE Which features prove the business. Everything else waits.FEATURE ANALYSIS The weekly cut. If a feature does not move the launch, it goes.PROVES THEBUSINESS? Boundaries, data model, service shape. Decided before code, revised with evidence.SYSTEMS ARCHITECTURE Agents draft, humans decide. Tests and review are the spec.AI-FIRST DEVELOPMENT Every merge builds, tests and deploys. From day one, not launch week.CI / CD Identity, secrets, least privilege. Built in, not bolted on.SECURITY & AUTH Sized for the first ten thousand users, with a clear path past that.INFRASTRUCTURE& SCALING Metrics, traces and alerts before the first real user arrives.OBSERVABILITY Schemas that can change without downtime.DATA MODEL& MIGRATIONS The weekly question. No means re-scope, never delay.SHIP-WORTHY? Load test, runbooks, rollback. Boring on purpose.LAUNCH READINESS Production traffic, real feedback, first revenue.REAL USERS What users actually do decides the next 90 days.USER FEEDBACK Your repo, your infrastructure, your team. Documented.HANDOVERyour repo · your team DAY 1DAY 14DAY 75DAY 90 FIG. 1 — 90-DAY LAUNCH PLAN DISCOVERD 1–14 BUILDD 15–75 LAUNCHD 76–90 CUT YES NO · RE-SCOPE SHIP ITERATE Which features prove the business. Everything else waits.FEATURE ANALYSIS The weekly cut. If a feature does not move the launch, it goes.PROVES THEBUSINESS? Boundaries, data model, service shape. Decided before code, revised with evidence.SYSTEMS ARCHITECTURE Agents draft, humans decide. Tests and review are the spec.AI-FIRST DEVELOPMENT Every merge builds, tests and deploys. From day one, not launch week.CI / CD Identity, secrets, least privilege. Built in, not bolted on.SECURITY & AUTH Sized for the first ten thousand users, with a clear path past that.INFRASTRUCTURE& SCALING Metrics, traces and alerts before the first real user arrives.OBSERVABILITY Schemas that can change without downtime.DATA MODEL& MIGRATIONS The weekly question. No means re-scope, never delay.SHIP-WORTHY? Load test, runbooks, rollback. Boring on purpose.LAUNCH READINESS Production traffic, real feedback, first revenue.REAL USERS What users actually do decides the next 90 days.USER FEEDBACK Your repo, your infrastructure, your team. Documented.HANDOVERyour repo · your team FIG. 1 — 90-DAY LAUNCH PLAN
TitleMVP launch plan
Drawn byLee Benson
Experience25+ years
PreviouslyDatadog · Timber
Min. budget$20,000 / mo
Scale90 days to long term
Schedule of materials · Skills

Deep in four places.

Enough breadth to choose the right tool. Enough depth in these to build the hard parts myself.

No.
Material
Specification
01
Rust
High-performance services, CLIs and infrastructure where correctness and speed both matter.
02
TypeScript
Full-stack product code: web apps, APIs and the tooling around them, typed end to end.
03
C#
.NET services and integrations that have to sit comfortably inside a larger organisation.
04
Systems architecture & design
The boundaries, data model and infrastructure your product can grow on for years, not months.
Notes · Why hire me

A CTO who still writes the code.

Most early ventures get one of two things: a senior advisor who never opens the editor, or an agency that ships without owning the decisions. I do both jobs.

1.

A CTO's judgment, not a contractor's hours

Which architecture survives your first ten thousand users. What to buy, what to build, who to hire next. I make those calls with you, then build it.

2.

I have operated at the top end

25+ years in software. Engineering manager at Datadog. Part of the Timber team through its acquisition by Datadog. I know what production looks like at scale, and how to get there without over-building on day one.

3.

Ninety days keeps everyone honest

A fixed horizon forces the right question every week: does this get us to launch? Scope stays tied to what proves the business, not to a roadmap.

4.

Built for funded teams

Blueprint Ventures works with teams that have at least $20,000 a month to put behind their product. That budget buys a senior CTO's focus and a shipped product, not a slice of an agency's bench.

Sheet 02 · Hire me

Tell me about the software you want to exist.

A few honest paragraphs is plenty. No deck required. I read every submission personally and reply within [REPLY TIME].

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