Hey, I'm Jay.
I make complex things
feel simple.

10+ years building enterprise products that people actually enjoy using. Part-time crate digger. Full-time advocate for making complex things feel simple.

Jay Parafina

the short version

I've spent 10+ years in B2B SaaS shipping products from zero to scale — including one that helped a startup get acquired for $360M. I've launched 0→1 products, led platform migrations, and worked across every stage from "we don't have PMF yet" to "Fortune 500 clients need this yesterday."

Legal tech, healthcare, data infrastructure, automotive retail — different industries, same thread: taking something gnarly and making it feel obvious. I owned IAM at Ontra, carrier experience at HealthSherpa, support experience at Fivetran, and consumer experience at Roadster.

I also build and design side projects, because I think PMs who make things have better instincts for what's possible and what's BS. Outside of work, I'm a record collector and audiophile, I run an album club, and I spend most of my time these days chasing around two young kids — which, honestly, is the best kind of product management there is.

"The best products feel obvious in hindsight. The hard part is getting there — and that's the part I like."

where i've been

Work history

A decade of making enterprise software less painful — across four industries and a few acquisitions along the way.

Ontra

2024 – 2026

Senior Product Manager, Platform (IAM)

AI-powered legal and compliance workflows for private markets

▾ collapse

Unified and modernized roles & permissions across distributed apps — scalable RBAC/ReBAC model

Centralized document management system that became the foundation for global search and AI-powered chat

Enabled multi-tenant production environments for Fortune 500 clients including Goldman Sachs and Morgan Stanley

HealthSherpa

2022 – 2024

Senior Product Manager, Carrier Experience

ACA health insurance enrollment, simplified

▸ show highlights

Fivetran

2021 – 2022

Product Manager, Support Experience

Automated data integration for modern analytics

▸ show highlights

Product Manager, Consumer Experience

Digital retailing for automotive dealerships

▸ show highlights

Earlier

2011 – 2015

Breeze Labs (→ Ford) · Mokriya (→ Nagarro) · CarWoo! (→ TrueCar)

Product, ops, and growth across early-stage startups — all eventually acquired

🎓

San Francisco State University

BA Communication Studies · Minor in Global Peace, Human Rights and Justice

products i've shipped

The receipts

Real products, real users, real impact — across four companies and four industries.

deep dives

How I think about product

The full story behind products I've shipped — the problem, the approach, and what happened.

Roadster → CDK Global

Express Trade

$9.4M

ARR

"Giving dealers control of the offer — not an algorithm"

80%Customer adoption
0→1Built from scratch

Roadster → CDK Global

Express Response

$2.1M

ARR

"From a missed KPI to a core reason for a $360M acquisition"

45%Higher close rate
65%Email open rate
22%Click-through rate

Ontra

Unified IAM & Permissions Platform

F500

Clients enabled

"Stitching together two apps that were never meant to talk to each other"

RBAC+ReBACHybrid model
Pub/SubEvent architecture

More case studies coming soon — HealthSherpa off-exchange and more.

side quests

Things I'm building

Because the best way to understand what's possible is to build it yourself.

how we can work together

I can probably help with that

Whether you need product strategy, career guidance, or someone to DJ your party — I'm into it.

🧭

PM Coaching

Breaking into PM, navigating a career pivot, or prepping for interviews? I've been through it — multiple times, at multiple companies. Let's talk through it.

🔧

Product Consulting

IAM, platform architecture, enterprise multi-tenancy, auth systems — the gnarly infrastructure stuff that nobody wants to think about until it's on fire.

🏪

Independent Business Consulting

Running a small or independent business and wondering how to make AI and tech actually work for you? I help owners cut through the hype and find tools that move the needle.

🤖

AI Strategy for Small Business

There are a thousand AI tools out there and most of them won't move the needle for your business. I'll help you cut through the noise and find the ones that actually matter.

🌐

Website Development

Need a web presence that actually works for your business? I'll help you figure out the strategy — what it should say, who it's for, how it should work — and then build the whole thing.

Let's grab coffee

Figuratively or literally — I'm in the East Bay and always down to talk product, music, or whatever's on your mind.

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