Built for CTOs and engineering leaders at mid-market companies (200–2,000 employees) who know the transition to AI-augmented development is coming — and want to do it right instead of fast.
The transition problem
Your IT department was built for a world before AI. Your team writes code the way they always have. Your SaaS stack grows by one tool per quarter. Your processes are manual where they could be automated, and automated where they should be AI-augmented.
Meanwhile, your competitors are shipping faster with smaller teams. Not because they're smarter — because they've made the transition. They've figured out which systems are AI-ready, which roles should pair with AI, and which expensive software can be replaced with AI alternatives at a fraction of the cost. Every month you wait, the gap widens.
How I work
Discovery & Inventory
I map every system in your stack: infrastructure, platforms, SaaS subscriptions, APIs, databases, CI/CD pipelines, monitoring tools, and internal services. I document dependencies, integration points, data flows, and ownership.
Health & Cost Scoring
Each system is scored on five dimensions: uptime/reliability, scalability headroom, cost-efficiency (what you pay vs. what you use), technical debt burden, and vendor lock-in risk. We flag redundancies and overlap between tools.
AI Strategy & Pairing
Using my AI Pairing Framework, I classify every team and workflow into the right tier of AI integration — Copilot, AI-Augmented, AI-Led, or Fully Automated. I identify which tools fit, which workflows should change, and where the guardrails need to be.
Guardrails & Risk Assessment
I identify what could go wrong — security gaps, compliance risks, vendor lock-in, data exposure from AI tools. Every recommendation comes with guardrails so your transition is safe, not just fast.
Prioritized Roadmap
I deliver quick wins in 30 days, medium-term plays in 90 days, strategic overhauls in 12 months. Every recommendation includes cost, timeline, ROI projection, and dependencies.
What you get
- System-by-system health scorecard with 5-dimension ratings
- Complete dependency and integration map
- SaaS rationalization report with specific cost savings
- AI Pairing classification for every team and workflow
- Risk assessment with single-point-of-failure identification
- Prioritized 30/60/90-day and 12-month roadmap
5-Dimension Scorecard (Example)
Every system in your stack gets scored like this. Here's what a real scorecard row looks like:
| System | Health | AI Ready | Automation | Security | Staffing | Action |
|---|---|---|---|---|---|---|
| CI/CD Pipeline | 3/5 | 5/5 | 5/5 | 4/5 | 3/5 | Automate now |
| CRM (Salesforce) | 5/5 | 3/5 | 2/5 | 5/5 | 4/5 | Evaluate AI add-ons |
| Doc Management | 2/5 | 4/5 | 4/5 | 2/5 | 3/5 | Replace with AI |
| Monitoring Stack | 4/5 | 3/5 | 5/5 | 5/5 | 5/5 | Fully automate |
Sample data for illustration. Your scorecard covers every system in your stack.
10x Developer Velocity for a National Logistics Platform
A logistics company running 12 SaaS products with redundant CI pipelines and manual deployment processes. My review identified 4 tools replaceable with AI alternatives, consolidated their CI/CD into a single automated pipeline, and freed engineering to focus on product — not infrastructure.
Read the full case study →