Matt Skeffington / Executive

Product & operational highlights

Overviews on the ventures, platforms, and transformations I have led are on the way. Below is a preview of what's coming.

Coming Soon

Publishing throughout Phase 2

Optimist Health preview

01

HealthTech · 0-to-1 Venture

Optimist Health

Direct-to-consumer healthcare platform — operating layer, vendor integrations, and AI-enabled product roadmap from concept to first revenue.

RecoverEdge preview

02

AI Product · Pont

RecoverEdge

Generative AI product for recovery workflows — requirements, model evaluation, voice-to-text intake, and clinical data pipeline at scale.

Extend's Retained Risk Infrastructure preview

03

FinTech · Regulated Insurance

Extend's Retained Risk Infrastructure

Architected a portfolio of regulated subsidiaries, underwriting analytics, and streaming data pipelines supporting unicorn-scale warranty and risk operations.

Photography Proposal CoPilot preview

04

AI Product · Contract

Photography Proposal CoPilot

Designed and built an AI proposal copilot that helps photography businesses qualify leads, dynamically price projects based on variables associated with individual requests and draft client-ready proposals with human-in-the-loop controls.

Full write-up in progress

For a full overview of my experience and leadership background, visit my executive bio or get in touch.