Oz · Operating Spec
Operating snapshot across AI, marketplaces, product leadership, growth, cloud, ecommerce, ads, security, digital health, and platform scale.
My AI lab
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.
Exploring personal AI systems that move beyond chat: memory, reasoning, and action layers that help people coordinate work and life over time. Coming soon
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 soonFounder, CEO · Cloud-Claude
2025 – 2026
<span style="color: rgba(0, 0, 0, 0.9); background-color: rgb(255, 255, 255)">Cloud-Claude is agentic production infrastructure where humans and AI agents operate the same way.</span><br /><span style="color: rgba(0, 0, 0, 0.9); background-color: rgb(255, 255, 255)">Your coding agents can now create, operate, and maintain full production environments in a cloud that is secure, portable, agent-native, and built without the operational friction.</span>
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.
Chief Product Officer · Wiser
2015 – 2016
ML-driven pricing intelligence for retailers including Amazon, eBay, and Walmart. Acquired 2016.
Articles
BetterSleep at WWDC 2026, again
A proud moment celebrating BetterSleep’s mission and partnership with Apple to help millions sleep and live better
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
Connect
Feel free to contact me at oz@naka.sh