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Services

CTO Services

Audit and validation for AI-built applications, custom AI operating systems that connect your data and automate your processes, and fractional CTO leadership for growing companies whose systems no longer fit together — embedded with your team, writing the code, not just the recommendations.

For AI-Built Applications 01 / Audit & validation

Shipped with AI? Start with a reality check.

You shipped in weeks what used to take a team months. Now customers, partners, or investors may be depending on it. Before a traffic spike, a customer security review, or an outage tells you what is underneath, find out for yourself — then decide what to fix first.

Step 1 · Free · 5 minutes

Vibe Reality Check

Eight plain-English questions across secrets, environments, access, personal data, outages, handoffs, backups, and growth. No code access, no scan, and no email required to see your results.

  • See which gaps you reported and which areas still need verification
  • Practical next steps, plus an optional printable checklist for your developer
  • Free PDF guide: Eight signs your AI-built app needs a closer look
Take the free check
Step 2 · 30 days

Architecture Discovery

You may already have a system worth building on. A 30-day discovery maps it, examines the highest-priority gaps, and defines a practical plan before any implementation begins.

  • Map the system: what was built, how it fits together, and what it depends on
  • Examine the gaps: hands-on review of security, reliability, and scalability where it matters most
  • Define the plan: what to fix first, what can wait, and what does not need a rebuild

Starts with a discovery call to discuss your system and whether the engagement fits

Talk through your highest-priority gap
New — Custom AI Operating System 02 / AI Operating System

Give your company its own AI operating system

Integrate all your data sources, automate your processes, and supercharge every information worker. I build it on my own AI operating system platform, customized and hardened well beyond its open-source roots, and make it yours: your systems, your processes, your guardrails, in your own cloud account. Read the full write-up.

  1. 1
    Map

    Systems & Work

    Every data source, every recurring process, and who needs what. The same systems map I start every engagement with.

  2. 2
    Connect

    Scoped, Audited Access

    Gatekeepers for Google, Slack, GitHub, Notion, and custom ones for your CRM, billing, and line-of-business databases. Zero access by default; every action logged.

  3. 3
    Automate

    Context & Blueprints

    Agents preloaded with how your company works, and reusable app blueprints for the reports, trackers, and workflows your team repeats every week.

  4. 4
    Hand Over

    Yours to Run

    Model choice and AI spend tracked in one place, approvals your team understands, and a system running in your account. No lock-in.

Talk about your AI OS Visit jet.do
For Growing Companies

I defragment technology stacks

Most companies I work with are running on 10–15 disconnected tools. The operational platform doesn't talk to the billing system. Compliance is tracked in spreadsheets. Customer data lives in 4 different databases with 4 different schemas. Nobody has a map of how it all connects — because it doesn't.

I step in as a fractional CTO and do the work a full-time hire would take months to start: audit every system, map the data flows, identify the redundancy, and build the connective tissue that collapses complexity. Forward-deployed means I stay hands-on through the build — the roadmap ships, it doesn't just get presented.

Milestones90 days
30 days

Complete Systems Map — every app, API, vendor integration, and data flow documented

60 days

Fragmentation reduction — consolidated data pipelines, unified schemas

90 days

Executed integration roadmap — your team can run with it

Engagement models

How We Work Together

Recommended

Embedded Sprint

Full systems fragmentation audit and integration build-out. I embed with your team for a focused sprint.

  • Full systems fragmentation audit: core platforms, billing, compliance tooling, vendor portals
  • Architecture mapping — every integration point, data flow, and gap
  • Build interop layers, unified APIs, and data pipelines that collapse redundant systems
  • Hire, evaluate, and manage vendors and contractors
  • Weekly planning and review calls with your team; daily async availability
  • Key deliverable: Complete Systems Map within first 30 days

Recommended 3-month minimum

Book a Discovery Call
Diagnostic

Half-Day Systems Review

A focused, 4-hour strategy session to diagnose fragmentation and deliver an actionable consolidation plan.

Before the Session

7–14 day preparatory period to gather access to systems, vendor contracts, and architecture docs

The Session

On-site or remote deep-dive with technical and business stakeholders

You Walk Away With
  • Fragmentation Report: Every system, how they overlap, where data is duplicated
  • Integration Punch List: Immediate wins executable this week
  • 90-Day Consolidation Roadmap: Phased plan to reduce system count and unify data flows
Schedule a Review
Strategic

Ongoing Advisor

Ongoing strategic guidance after completing an Embedded Sprint or Half-Day Review.

  • Twice-monthly strategy calls to review progress and re-prioritize
  • Quarterly roadmap refresh aligned to business goals
  • Unlimited async correspondence — email, Slack, or preferred channel
  • Architecture review on new vendor selections or system additions

6-month commitment, available after completing an initial engagement

Discuss Advisory
Delivery

What I Build

The systems map is the start, not the deliverable. This is the hands-on delivery work that follows it — the part most advisory engagements hand off to someone else.

Development

Custom Software

Cloud-ready applications built on 25 years of battle-tested patterns — cloud-agnostic architecture across Cloudflare, AWS, Azure, and GCP, on a codebase your team can maintain.

Migration

Cloud & Edge Modernization

Architecture assessment and strategy, phased migration with minimal downtime, and cost optimization — without trading one vendor lock-in for another.

Modernization

Architecture Refactoring

Improve the codebase incrementally without stopping feature development. Technical debt assessment, modern patterns, and knowledge transfer as you go.

Rescue

Dumpster Fire Rescue

Rapid response for projects in crisis, available within 24–48 hours. Assessment and stabilization, a triage and recovery plan, then hands-on execution with your team.

Enablement

Pair Programming

Work directly with your team on the hard problems. Real-time problem solving, architecture guidance, and knowledge transfer through practice rather than documentation.

Enablement

Private Workshops

Custom training on .NET architecture, TypeScript on the edge, and cloud patterns — tailored to your stack, with hands-on exercises and code reviews. Remote or on-site.

Industries

Industries I Work In

Fragmentation isn't an industry problem — it's a growth problem. The vocabulary changes, but the pattern is identical: too many systems, no map, and a team too busy shipping to stop and connect them. I've done this work in regulated environments and unregulated ones, on greenfield stacks and on twenty-year-old ones.

01

Financial Services & Fintech

Payments, ledgers, reconciliation, audit trails, and the compliance controls regulators actually ask about
02

Healthcare & Healthtech

Member data at scale, HIPAA-bound workflows, eligibility and enrollment integration, analytics pipelines
03

SaaS & B2B Software

Multi-tenant architecture, platform consolidation after acquisitions, technical debt that's slowing the roadmap

04

Insurance

MGAs, TPAs, and brokers — deep domain background in commissions, licensing, and carrier integration
Forward Deployed

What “forward-deployed” actually means

Most technology consulting ends at the recommendation. Someone senior interviews your team for three weeks, hands over a deck, and leaves you to execute a plan you didn't write. Forward-deployed inverts that: I work inside your environment, on your repos, in your standups, and the deliverable is running software.

Book a Discovery Call
01In Your Stack, Not Beside ItCommit access, your CI, your ticket queue — I ship in the environment you actually run
02Your Team Levels UpEvery integration I build gets handed over with the reasoning, not just the code
03Decisions, Not OptionsI own the architectural calls a CTO owns — and stay long enough to be accountable for them
04No Lock-InThe goal is a stack your team can run without me. That's the exit criteria
05Domain-Agnostic, Depth-ObsessedI learn your business before I touch the architecture — whatever industry it happens to be in
Stack

Technical Depth

Systems IntegrationAPI design, data pipeline architecture, schema unification, ETL/ELT, interop layer construction
Backend & InfrastructureC# / .NET, TypeScript, ASP.NET Core, PostgreSQL, SQL Server, MySQL, Snowflake, ClickHouse, Redis, Docker, CI/CD, cloud-agnostic deployments
AI-Augmented DevelopmentLLM-optimized workflows, AI gateway architecture, MCP integration, agent platforms on Cloudflare Workers and the Agents SDK, custom tooling
Regulated & Ops-Heavy DomainsPayments and reconciliation engines, licensing and compliance systems, PHI/PII handling, third-party integrations, regulatory reporting
The thesis
“Most companies don't have a technology problem — they have a fragmentation problem. Twelve tools doing overlapping jobs. Three databases holding different versions of the same customer record. Month-end numbers that take a week to assemble by hand. Compliance tracked in spreadsheets.”
“I step in, map the landscape, identify the connective tissue, and build the interop layer that collapses the complexity. The goal isn't to rip and replace — it's to make what you have work together, eliminate duplication, and give your team a coherent technology narrative they can actually execute against.”
Discovery call

Ready to defragment your stack?

Book a free 30-minute discovery call. We'll talk about your technology landscape, I'll ask hard questions, and we'll figure out if the fragmentation is costing you what I think it is.

Book a Discovery Call Why Fractional CTO?