Gregory Mendez · CSSi

Software architecture for systems that have to work.

I modernize platforms, put AI into production safely, and instrument delivery so leadership can see it — for CTOs who need systems that survive contact with production. Independent practice: senior architect, direct engagement, no handoff to a junior.

Start a project See selected work
Enterprise & mid-market Azure · .NET · Claude · MCP Practicing since 2010
What I do

Three things, done deliberately.

Most consultancies sell a service list. I sell judgment on three problems I have actually shipped through to production, repeatedly, in the kind of environment that doesn't tolerate hand-waving.

01 / 03

Platform Modernization

Move legacy estates to a modern Azure platform without breaking the business.

  • Azure landing zones, modular APIs, reference architectures
  • Strangler-fig migration patterns from monoliths to services
  • DevOps pipelines with policy-as-code and quality gates
Talk through a roadmap 02 / 03

AI Orchestration

Production-grade multi-agent systems on Claude, Azure OpenAI, and custom MCP servers.

  • Multi-agent orchestration on Claude and Azure OpenAI
  • Custom MCP servers exposing your internal tools to agents
  • Workflow automation with human-in-the-loop gates
Scope an AI pilot 03 / 03

Delivery Intelligence

Power BI dashboards leadership trusts, fed by KPIs the team controls.

  • Power BI semantic models on Fabric or your existing warehouse
  • DevOps + product KPIs joined to financial outcomes
  • Adoption scoring for new platforms and AI rollouts
See a sample dashboard
Selected work

Engagements, not deliverables.

A small subset of what I have led across two decades — enough to show the shape of the work. Each entry is the engagement, the constraints, and what actually shipped.

2026

Interactive relationship analytics for an enterprise CRM

An enterprise CRM team wanted to see the relationships inside its interaction data — which internal people engaged which external contacts,…
2025

Single sign-on across SharePoint and Entra ID

A SharePoint-hosted application made users sign in twice — once to SharePoint, then again to Entra ID for the app's own API calls. A small…
2025

Resumable high-volume API ingestion for an ad-tech platform

An advertising-technology platform needed a large, paginated external API pulled into SQL on a schedule — tens of thousands of records, dee…
View all work

Selected clients & partners

Booz Allen C.A. Tech Chyron CSSi GroupM Marc Jacobs Third Eye Development International
About

I am the partner CTOs call when the platform has to actually work.

Independent practice running through CSSi. Two decades leading architecture and delivery across financial services, media, defense, retail, and the kind of mid-market companies that can't afford a misstep. I keep the team small, the engagements deep, and the answer honest — including when it isn't what you wanted to hear.

Keep It Simple Standard is the working principle. The simplest design that solves the actual problem, shipped on a real timeline, owned by your team afterwards.

Read the long version Book an intro
Years architecting 15+
Industries shipped to 8
Engagement model Senior architect, direct
Start a project

Tell me about the platform problem.

I read every inbound myself. You'll get a real reply, usually within two business days. If it isn't a fit, I'll say so.

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