MadisonProdXP

What I build

What I am hired to do, across insurance, media, capital markets, direct marketing, and governance — running the organization and the practice, and building the systems underneath it.

Leadership and advisory

Product and engineering leadership

Building the organization that ships, and the practice that keeps it shipping — usually while carrying a delivery load myself.

  • Scaling product and engineering teams, including five to thirty-plus engineers inside six months
  • Standing up a product organization from the first hire, with the practice and cadence that outlast the hire
  • Operating-model work: roadmap planning, backlog discipline, release cadence, and reporting a board will accept
  • Capital planning and business cases taken through board approval

fractional CPO · VP Product · product operating model · org design · roadmap and release practice · hiring and onboarding

Agentic software delivery

Rebuilding how a team ships once models are in the loop — what to automate, what to keep deterministic, and where a person still has to sign.

  • Agentic SDLC design: where models plan, write, review, and verify — and where they must not
  • Acceptance-criteria verification against the code that shipped, not against the ticket that described it
  • Tool and MCP surfaces so agents work inside a product rather than beside it
  • Adoption advisory: evaluating output quality, and the review practice that has to change with it

Claude · Claude Code · Anthropic API · MCP · agentic SDLC · AI adoption advisory · evaluation and guardrails

Customer-facing delivery

Work in front of the client's own customers — the part a contractor is usually not handed.

  • Enterprise pre-sales, solution design, and proposal work alongside a client's sales team
  • Procurement and security review with the customer's buyers
  • Customer communications through disruptive change — migrations, separations, rebrands
  • Partner and channel negotiation on a client's behalf

pre-sales engineering · enterprise procurement · security review · customer communications · partner negotiation

Systems and integration

Money movement and financial systems

Getting paid, reconciling what was paid, and keeping the ledger true — the part of a product where a bug is not a bug, it is a discrepancy somebody has to explain.

  • Card and ACH payment processing, including co-branded and white-labeled flows
  • Accounting ledger integration against both desktop and cloud bookkeeping systems
  • Reconciliation designed as inferred-then-confirmed rather than read as authoritative
  • Chart-of-accounts mapping and auditable financial reporting

Stripe · QuickBooks Online · QuickBooks Desktop · card and ACH processing · white-label checkout

Partner and channel integration

Making two companies' systems behave like one product, and keeping a roster of them running without a support burden that grows with the roster.

  • Referral and job-exchange integrations with third-party platforms
  • White-label and co-branded delivery of a shared platform
  • Partner onboarding, routing rules, and per-partner configuration
  • Webhook and API contracts built for partners you cannot ask to change

REST and webhook integrations · OAuth · white-label deployment · partner referral APIs

Documents, vision, and extraction

Turning a photograph, a PDF, or an hour of audio into structured data a system can act on — with an honest account of what was read and what was guessed.

  • OCR and model-assisted extraction from unstructured documents
  • Photo and vision analysis in field and inspection workflows
  • Audio and video transcription, entity tagging, and search over spoken content
  • Extract-then-confirm gates, so no unreviewed value drives a downstream decision

OCR · vision models · speech-to-text transcription · entity extraction · PDF and image pipelines

AI-native workflows

Model capability wired into real workflows without letting it compute anything a person will be held to.

  • MCP servers and tool surfaces so external agents can work inside a product
  • Deterministic engines for correctness-critical logic, models for language and proposals
  • Provenance labeling — every figure marked with where it came from
  • Validation and silent fallback when a model output drifts from the computed facts

MCP (Model Context Protocol) · tool-use APIs · retrieval · LLM evaluation and guardrails

Data at scale

The unglamorous middle of most enterprise products: many upstream systems, one coherent picture, and reporting somebody signs their name to.

  • Database modeling and reporting-system development
  • Bulk import, transformation, and multi-source consolidation
  • Asynchronous process design for long-running, data-intensive workflows
  • Reporting and visualization for finance, operations, and audit

PostgreSQL · Google Cloud · Retool · asynchronous job orchestration · reporting and visualization

Communications infrastructure

Notifications, messaging, and voice as a platform layer rather than a per-feature afterthought.

  • Transactional email at volume, with template scope chains and deliverability handling
  • SMS with consent capture and opt-in compliance
  • Browser-based telephony inside the application
  • Outbound dispatch with retry, idempotency, and per-tenant configuration

Twilio · SendGrid · Postmark · browser-based telephony · SMS opt-in and consent capture

Most engagements start with one of these and turn into two.

Start a conversation Tell me what is not working and I will tell you whether I am the right person for it. Get in touch →