Alex Schiff
Summary
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SeniorAlex Schiff is a product leader and former founder with 12 years of experience building AI-enabled experiences across startups and public companies, currently leading Network Quality at Headway to apply LLMs to improve mental health care consistency. He has a track record of taking products from 0→1—most recently incubating and launching Square AI to give SMBs a personal COO—and scaling cross-functional efforts that delivered seven-figure impact in support and live chat experiences. His background spans 3D mapping and AR/VR (Canvas, TapMeasure), operations-heavy product builds, and customer-facing AI features, giving him a unique blend of technical fluency and operational rigor. Alex is happiest iterating closely with customers and high-agency teams, and he often pairs product strategy with hands-on experimentation (including custom GPTs like his “Lazy Wellness” demo). He has run P&L and built teams across distributed time zones, and early-stage founder experience taught him to wear many hats from growth to sales and legal. Based in the NYC area, he occasionally writes on Medium and enjoys surfacing non-obvious product opportunities at the intersection of AI and real customer workflows.
12 years of coding experience
Github Skills (1)
email-address6
Github contributions (2)
alexschiff/personify
Dec 2013 - Nov 2014
Contributions:25 commits in 11 months
guessemailaddressemail-address
alexschiff/harbot
Sep 2016 - Mar 2017
Contributions:1 PR, 7 pushes, 1 branch in 5 months
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