Ryan Colkitt — Product Executive & AI Builder

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[01]About

I set the AI strategy and write the code. That combination is the whole point.

I'm Ryan — a product executive with 25+ years building software in regulated industries, from JPMorgan Chase and Wolters Kluwerto my current role as Director of Product on Sagent's Dara AI team, building for the $14T mortgage servicing market.

I also run Vaspera Capital, where I personally architect and ship production LLM apps and open-source tooling under @rcolkitt. Staying hands-on is what keeps the strategy honest — and it's what I write about, weekly, without the corporate gloss.

Ryan Colkitt, product executive and AI builder, in his office
Ryan ColkittBoston, MA
01

AI product strategy

Turning raw model capability into roadmaps, compliant workflows, and revenue — the executive work of deciding what to build and why.

02

Shipping it myself

I do not just set strategy; I architect and ship production LLM apps. Staying hands-on is what keeps the strategy honest.

03

Regulated industries

25 years in mortgage servicing, fintech, and healthcare. I build AI that survives compliance, not just the demo.

04

Writing & strong opinions

A weekly newsletter of rants and perspective. Technology deserves sharper takes than a press release.

[03]The work

A throughline: build the thing, ship it open, write it down.

  1. Dec 2024 — Present

    Director of Product Management

    Sagent Lending Technologies · Southborough, MA

    Product lead on the Dara AI team building AI-native products for the $14T mortgage servicing market. Built an AI-native regulatory change-management system that maps each regulatory change to the parts of the platform it affects, and the analytics prototype that became Dara Analytics.

  2. 2024 — Present

    Founder & Principal Product Builder

    Vaspera Capital · Boston, MA

    Independent AI product studio where I personally design, architect, and ship production LLM applications across fintech, behavioral health, and developer tooling — keeping my technical fluency current and feeding the AI strategy I lead as an executive.

  3. May 2023 — Nov 2024

    SVP, Product Management

    Appraisal Vision / Vision Verify · St. Petersburg, FL

    Executive ownership across Product, Customer Success, Onboarding, and Sales, reporting to the CEO. Drove revenue growth and product innovation to hold market leadership.

  4. Jul 2022 — May 2023

    VP, Digital Products & Services

    QC Ally · Boston, MA

    Executive leadership team member; led roadmap and client-centric strategy that delivered significant revenue growth, with agile delivery that cut cost while sustaining competitive advantage.

  5. Dec 2018 — Jun 2021

    Senior Director, Technology Product Management

    Wolters Kluwer · Waltham, MA

    Generated $6M+ in revenue at a 28% margin, raised NPS from -26 to +26 in two years, and cut product attrition 30%. Led 21 specialists; promoted from Manager to Senior Director.

  6. Earlier

    VP, Senior Delivery Manager — Strategic PMO

    JPMorgan Chase · Phoenix, AZ

    Managed $8M+ project budgets; launched a loan-origination fee engine that reduced fee leakage by ~$15.4M and automated data feeds saving $1M annually. Earlier: Manager, Operations & Client Services at BNY Mellon Wealth Management.