AI Transformation + Product LeadershipKaty Simmons

I redesign how companies work with AI.

Sixteen years of product leadership taught me how to understand the work before changing it. Now I build the operating models, products, workflows, and AI systems that change how that work gets done.

Illustrated portrait of Katy Simmons

AI transformation

89%
of contracts reconciled automatically end to end
700K/day
AI decisions in production
6
functions on one AI operating model
Capability
AI evaluation, autonomy, and governance

Product leadership

$20M
ARR product impact
800 → 4,000
customers on the flagship
2 → 436
customers on a 0 to 1 product
6
product teams led

Open to AI transformation and product executive roles. Available for select advisory engagements.

The through-line

AI transformation is a product problem at organizational scale. The hard part is never the model. It is understanding the work, deciding where judgment belongs, and building the conditions that let a system be trusted.

Product is the foundation. Sixteen years of discovery, 0 to 1 launches, platform strategy, and scaled operations is why I can read an organization's work before changing it.

AI expanded the scope of that work rather than replacing it. The same discipline now applies to how Finance closes the books, how Support resolves problems, how product teams run discovery, and how a whole organization works with AI.

  • 16 years across B2B and consumer products
  • Led 6 global product teams with 6 direct reports
  • Products serving 100M+ users

Selected work

01 / Product leadership

800 → 4,000 customers, roughly $20M ARR

Scaling Product from 800 to 4,000 Customers

I led the product organization while the flagship went from 800 to 4,000 customers. Alongside it I conceived and shipped Rooms and took it from 2 design partners to 436 customers.

02 / AI product

700K tracks a day at 99.36% accuracy

AI-Generated Content Detection at Platform Scale

AI-generated music detection running at 700K tracks a day. The model was one component. The decisions around it were the product.

Read it →SoundCloud / MAIA
03 / AI transformation

89% of contracts reconciled automatically end to end

Rebuilding How Finance Work Gets Done

I built the Finance reconciliation system myself. 89% of contracts reconciled automatically end to end, and the remaining 11% went to people on purpose.

Read it →Honeycomb
04 / Operating model

36 discovery sessions, 100+ workflows, 400+ tasks

Building AI Transformation Across the Organization

Understand the work, decompose it, find leverage, build, evaluate, set autonomy, then change the operating model. 23 experiments became 4 live pilots with named owners.

See the method →Across the organization
All case studies →

What people say

She consistently cut through the noise, evaluating opportunities and pressure-testing their potential.
Maria Von Watzdorf, VP, Product at SoundCloudMaria Von WatzdorfVP, Product at SoundCloud
Read all reviews →

Contact

Let's get into it.

Ambiguous problem, AI adoption that stalled, an operating model that stopped scaling, a support function that should be a product. That is the conversation I want.