The Role · Under the Hood · ADRs Deep Dive
Orbiit Recovery

Director of Software Development

Engineering leadership for a healthcare platform changing how recovery works

Pre-Funding — Equity Opportunity

The Opportunity

Orbiit Recovery is a HIPAA-compliant SaaS platform for substance use disorder treatment. We deliver recovery support via SMS — no app downloads, no devices, just text messages that meet patients where they are. Treatment centers get real-time engagement dashboards. Patients get daily micro-courses, check-ins, and crisis support.

The platform is production-ready and architecturally mature — 48 architecture decision records, comprehensive HIPAA policies, and a fully deployed infrastructure on Azure. What we need now is an engineering leader to help scale it. See the full technical overview →

This is a ground-floor opportunity. We're pre-funding, building toward a $3M raise. The Director of Software Development will be the first engineering hire — shaping the team, the culture, and the technical direction from day one.

The Role

You report to the CTO (Bert Carroll). The CTO stays hands-on with product vision, architecture, and AI strategy. You own engineering execution — shipping features, building the team, and running the technical operation.

AreaWhat You Own
Engineering executionShip features. Own the backlog. Unblock yourself and the team.
Team buildingHire 4-5 engineers and specialists over 12 months. Build the culture.
Technical leadershipCode reviews, architectural decisions (with CTO), engineering standards
DevOps & infrastructureCI/CD, monitoring, disaster recovery, scaling. Azure App Service + PostgreSQL.
Quality & testingTest coverage, deployment confidence, CI enforcement
DocumentationMaintain our ADR/session/runbook culture as the team grows
Partner integrationsClinical data partners, payment processors, monitoring APIs

What This Is NOT

How We Work

AI-First Development

This is an AI-first company. This platform could not have been built without AI — not by one person, and not in this timeframe. The traditional path would have required 4-5 engineers, 12-18 months, and significantly higher risk of failure. Instead: 1 engineer directing AI agents, 68 days, 662 story points across 199 documented sessions. Engineers at Orbiit don't type code — they specify, review, and enforce standards. The human value is in judgment, not keystrokes.

What This Means for You

You're not joining to write Django views. You're joining to lead development — which means specifying what gets built, ensuring it meets standards, and maintaining the architectural integrity as we scale. The AI handles implementation. You handle the thinking. This is what we believe modern engineering leadership is moving towards, and we're defining it in real time.

Documentation as Operating System

Documentation isn't bureaucracy — it's what makes AI-first development work. Our ADRs, session logs, and runbooks give AI agents deep context about why things were built the way they were. Docs live in the repo, not in a separate wiki. The documentation IS the project management system.

Story Points, Not Hours

AI broke the time-effort correlation. We measure complexity delivered, not time spent. Velocity is tracked in story points against git commits — every claim is auditable. Average: 17.5 SP/session across 199 documented sessions.

Ship Fast, Stay Compliant

We have an incredible bias to ship. But the guardrails make that possible — 48 ADRs define architectural boundaries, HIPAA policies cover operational compliance, and runbooks mean incidents have playbooks. The rails are in place so you can move fast without fear.

Tech Stack

Backend
Python 3.13, Django 5.1, DRF, Celery
Database
PostgreSQL on Azure, Redis caching
Frontend
Astro 4.15 (SSR), Tailwind CSS, TypeScript
Infrastructure
Azure App Service, Container Instances, GitHub Actions
Integrations
Twilio (SMS), Stripe (billing), Azure OpenAI
AI Tooling
Claude Code, Cursor, GitHub Copilot

Our hiring philosophy is language-agnostic. What matters is problem decomposition, system thinking, and learning velocity. AI tools make new frameworks learnable in days, not months.

Where You Fit

Day One (Pre-Funding)

CTO (Bert) — Product, architecture, AI strategy Director of Software Dev (You) — Execution, team building, DevOps

Post-Funding (Month 1-6) — You Build the Team

CTO (Bert) Director of Software Dev (You) Full-Stack Engineer QA Engineer Frontend Engineer Clinical Content Specialists

At Scale (Month 6-12)

CTO (Bert) Director of Software Dev (You) Full-Stack Engineer Frontend Engineer QA Lead DevOps Engineer Business/Data Analyst Content Lead Clinical Content Specialists (1-3)

The Honest Version

The org charts above assume we close a raise. There are two realistic paths, and your role looks different depending on which one we take:

Path A: We RaisePath B: We Bootstrap
FundingSeries A ($3M target)Angel seed + revenue
Your teamBuild 4-5 engineers over 12 monthsYou + CTO + AI tooling for a longer stretch
Your roleDirector building and leading a teamSenior engineering leader who IS the team
Cash compMarket rate ($180-220K) when raise closesLower cash, longer runway to market rate
EquityMeaningful director-level grantLarger stake reflecting higher risk and ownership
Why it worksTraditional scaling with leadership from day oneAI-augmented dev means two senior engineers can ship like a team of 6-8

Behavioral health is in a strong tailwind right now. Both paths are real possibilities and we want you to understand what each looks like before we get deeper into conversations. The core role — owning engineering execution for a healthcare platform — is the same either way.

What We're Looking For

CategoryDetails
Must HaveSystems thinking. Self-direction. Infrastructure/DevOps experience. Comfort with healthcare compliance. Ability to code AND lead.
Strong PlusIaC experience (Terraform/Bicep). Cloud platform depth (Azure or AWS). CI/CD pipeline ownership. HIPAA or healthcare SaaS background.
Nice to HavePython/Django experience (learnable with AI). Existing AI development workflow (Claude Code, Cursor, Copilot). We'll ramp you on the methodology.
CriticalYou can take ownership of a codebase you didn't write, make it better, and build a team around it — without waiting for permission.

Compensation

We're pre-funding. That means equity-heavy compensation with a clear path to market salary when we raise.

ComponentDetails
EquityMeaningful equity stake. 4-year vest, 1-year cliff. Director-level grant for a pre-funding hire.
Base salaryCash-constrained until funding. Specific range to be discussed.
Post-fundingMarket-rate salary ($180-220K range) triggered when Series A closes or revenue threshold is hit.

The tradeoff is straightforward: below-market cash now in exchange for meaningful ownership in a company that's architecturally ready to scale. The platform is built. The market is real. What's missing is the team. As outlined above, the specific comp mix depends on which funding path we take — but either way, this is a ground-floor equity opportunity.

Next Steps

Interested in learning more? Let's set up a deeper technical conversation.

bert@myorbiit.com 770-605-5410