Oz Nakash

Product Executive & AI Builder

Oz Nakash
"AI will not be won by model capability alone. It will be won by products that turn intelligence into trust, utility, and durable behavior change"
I build at that intersection: AI, marketplaces, consumer behavior, trust, and scale. I’ve led teams across digital health, cloud, ecommerce, ads, security, and work platforms, turning complex systems into products used by hundreds of millions. From BetterHelp to Upwork, I’ve scaled products where data, growth, trust, and execution had to work as one system

Oz · Operating Spec

v.2026.05

Operating snapshot across AI, marketplaces, product leadership, growth, cloud, ecommerce, ads, security, digital health, and platform scale.

1990Yr
First line of code
and never stopped
250M+
users reached
AVG · BetterHelp · BetterSleep · Upwork
1.2B$
revenue scale
<$100M → $1.2B in 4 years
200+
people led
Engineering · Product · Data Science · Marketing · Operations
2×
startups founded
1 acquired
10K+
LinkedIn network
Bay Area · Tel Aviv · AI

My AI lab

Cloud-Claude

Agent-native cloud infrastructure for the AI era. Cloud-Claude turns deployment, scaling, observability, and infra operations into actions humans and agents can both control through UI, CLI, and MCP. This site runs on it.

Pink

Exploring personal AI systems that move beyond chat: memory, reasoning, and action layers that help people coordinate work and life over time. Coming soon

LearnAI

Social network for AI builders, creators, and the curious. GenAI generates personalized 5-minute Sparks tuned to your level, goals, and gaps. A cognition layer remembers how you think. Learn. Build. Share. Open source.

Built at Scale

Next Operating Chapter

Coming soon

SVP, Platform Services & GM · Teladoc Health (BetterHelp · BetterSleep)

2020 – 2025

Scaled BetterHelp into the world's largest therapy marketplace ($1.2B, 365M+ sessions, 55K therapists) with a closed-loop data flywheel; 6x'd BetterSleep using multi-modal AI on billions of nights of sensor data (65M+ downloads).

Head of Growth, Product · Upwork

2019 – 2020

Ran the supply side of a 20M-user talent marketplace; launched a new offering that grew to ~20% of total business. Built workflows with fortune 50 enterprise companies

Co-Founder & CPO · Propcy

2016 – 2018

Built a SaaS-enabled marketplace for residential real estate — discovery to closing — with ML pricing across millions of data points.

Articles

Calling researchers and engineers to contribute to LearnAI mem and cognition open source

What LLM is missing today is a good layer that remembers you and aware of your needs

Launching Cloud Claude - cloud infra MCP / CLI reasoning

What if Claude Code had a checkbox: “Also host my project, set up the DB, backend, and domain + CDN”?

BetterSleep is being presented in the main keynote of WWDC 2022

Working closely with key partners like Apple

Hitting $700M under 3 years

Whoa, that was fast! Working around the clock for this important mission, pays off

Connect

Feel free to contact me at oz@naka.sh