Growing your business,
and moving it forward.

OarTree builds and operates software for service businesses — operators who know their domain better than any vendor and need systems that match how they actually work.

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What we do

Software that compounds, not dissipates.

We build alongside the people doing the work, translate operational knowledge into durable software, and stay involved long enough that the work compounds rather than dissipates.

Most software firms ship a project and disappear. The systems they leave behind atrophy because nobody understood why the decisions were made the way they were.

OarTree is structured for the opposite. Every engagement produces durable artifacts — specs, runbooks, decision logs — and the people who built it stay close enough to shape what comes next. The work compounds.

Who we are

Three principals. No layer above.

Every engagement is staffed at the principal level. Clients talk to the people doing the work, not a layer above them.

i.
Rob Rogers
Lead developer

Full-stack Rails with deep production Kubernetes experience. Builds and runs systems that handle real load, in production, with real users.

ii.
Raleigh Rogers
Product & build

The bridge between operators and engineering. Owns discovery, scoping, documentation, and delivery rhythm on every engagement — the throughline person.

iii.
Daryl Wolgemuth
Principal & liaison

Brings engagements, holds relationships, owns the translation work between operator vocabulary and engineering execution.

What's running today

Real systems. In production. Right now.

i.
Rails on Kubernetes, in Docker
Multi-tenant production deployments handling real workloads.
ii.
Local AI inference
Whisper transcription, multi-agent coordination, hybrid cloud and local LLM.
iii.
Stripe, PWAs, hybrid infrastructure
Payments, progressive web delivery, on-prem and cloud running side by side.

We build and run software for service businesses. The systems are live, the users are real, and the work is ongoing — not portfolio pieces from years past.

Want to see one running? Ask. We'll show you.

How we work

Four constraints we don't drift from.

i.
Operators stay in the loop.
We build software that augments judgment, never replaces it. The people who use the system are its final arbiters.
ii.
Lightweight beats heavy.
We cut features that drift toward platform sprawl. Push mower over Palantir, in any domain.
iii.
Documentation is part of the deliverable.
Every engagement produces durable artifacts — specs, runbooks, decision logs — so the work compounds rather than dissipating with the team.
iv.
Long horizons over quick exits.
We take engagements we can stand behind in three years, not just three months.

Let's talk.

If your service business needs software that matches how you actually work, get in touch with one of us directly.