Sheet 05 · Why hire me

Someone to trust with the technical side.

Choosing a CTO is a big decision, especially if you aren't technical yourself. You need someone who can build the product, explain the choices and understand what those choices mean for your business.

Lee Benson
Lee BensonYour technical partner
At Datadog4 years
Team led, large-scale Rust15 people
Companies built and soldMultiple exits
In software25+ years
The case

What that means for your project.

I've been a founder, a developer and an engineering manager. Those roles have given me different views of the same problem: how to build something useful with the time and money available.

01

Someone responsible for delivery

From the first decisions through the working product.

Role
Engineering manager, Datadog
At Datadog
4 years
Team
15 people
Earlier
One of Vector's first five team members

I joined Vector as one of the first five people on the team, then went on to lead fifteen engineers at Datadog. I've worked through the early product decisions and the demands of an established platform. On your project, I'll handle the technical plan and the development.

02

A founder's view of the budget

Every feature uses time and money you could spend elsewhere.

Built
CyberProsper
Customers
500+ paying subscribers
Exit
Sold to GetResponse

In 1998 (aged 15), I built the first version of CyberProsper. It grew to more than 500 paying subscribers and I sold it to GetResponse. I've had to find customers, charge for software and decide where to spend the next month of development. That's the experience I bring when we're deciding what your first release really needs.

03

Direct access to the person building it

Your questions and feedback come straight to me.

Build
Hands-on development with AI
Contact
Directly over Slack

When you explain a problem or change your mind about a feature, you're talking to the person who can act on it. I use AI in development to shorten the work between an agreed decision and something you can try, with my own review and testing throughout.

04

Help across the whole product

The interface, the data and the infrastructure.

Front end
TypeScript, React, TanStack
Back end
C#, Rust, PostgreSQL
Planning
Launch needs and room to grow

You won't need to coordinate separate developers for the screens, the back end and the deployment. I work across all three. I'll plan for the traffic you expect at launch and explain which parts may need to change as the product grows.

05

A clear view of what is happening

Progress, tradeoffs and problems explained plainly.

Language
Native English speaker
Based
Toronto, Canada (British Canadian)
Overlap
North American and European working hours

You'll see working software, short updates and a shared plan. If a decision affects cost or timing, I'll explain it in terms you can act on. I'm a British Canadian based in Toronto, with working hours that overlap North America and the European afternoon.

06

A product your future team can take over

Your ownership continues beyond the first launch.

Ownership
Your code and infrastructure
Handover
Documentation and a team plan
After launch
Development or advisory support, by agreement

You own the code and infrastructure. I document the setup and help plan how a team can carry the product forward. Continued development is available through Blueprint Ventures Inc. on a monthly retainer. If you'd also like my ongoing advice as a fractional CTO, we can agree a separate personal advisory role and equity stake.

More about development and advisory roles

07

A launch plan we agree together

A useful first release with a scope we can explain.

Scope
What your first customers need
Cadence
Working software every week
End state
Your repo, your infrastructure, your team

A 90-day target gives us a reason to keep the first release focused. Before we begin, we'll agree what fits and what comes later. If new information changes the scope or timing, we'll discuss the options while there's still time to make a useful decision.

Is this the help you need?

You don't need to be certain yet. Tell me where you are with the idea and what you need help with, and I'll give you my view on whether we're a fit.

Tell me about your project