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3746

Bill Lennon

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Bill Lennon
CEO & Co-Founder of
Ollie (2011)
About

Bill Lennon is the Co-Founder and CEO of Ollie AI, a privacy-focused family AI assistant backed by Khosla Ventures and AI House that helps households manage scheduling, meal planning, grocery shopping, and daily tasks through a conversational interface.

Before founding

Bill holds an AI PhD and MS in Intelligent Systems from UC San Diego, along with a BA in Mathematics and BS in Business Administration from UC Berkeley's Haas School of Business, where he was mentored by AI pioneer Dr. Robert Hecht-Nielsen.

Founder Insights

Bill brings deep expertise in machine learning, NLP, neural networks, and data science, and is recognized as a visionary leader with a rare ability to translate complex AI problems into elegant, practical solutions.

Experience

Prior to Ollie AI, Bill co-founded Ground.work, the first neobank for nonprofit money management, which processed over $150M in payment volume across 13,000 teams before being acquired by Snap! Mobile, where he then served as VP of Product, FinTech. He also served as Entrepreneur in Residence at the Allen Institute for AI (AI2).

Scale & Impact

Ollie AI raised a $7.5M seed round led by Khosla Ventures and AI House, and publicly launched in June 2026, positioning itself as a privacy-first AI assistant for modern families managing the full mental load of household life.

3746

Bill Lennon

Ollie
Co-Founder & CEO
Logo
Bill Lennon

Company(s)

Ollie

Industry

eCommerce

Stage/Funding

N/A

Company Location

us

Connect

About

Bill Lennon is the Co-Founder and CEO of Ollie AI, a privacy-focused family AI assistant backed by Khosla Ventures and AI House that helps households manage scheduling, meal planning, grocery shopping, and daily tasks through a conversational interface.

Before founding

Bill holds an AI PhD and MS in Intelligent Systems from UC San Diego, along with a BA in Mathematics and BS in Business Administration from UC Berkeley's Haas School of Business, where he was mentored by AI pioneer Dr. Robert Hecht-Nielsen.

Founder Insights

Bill brings deep expertise in machine learning, NLP, neural networks, and data science, and is recognized as a visionary leader with a rare ability to translate complex AI problems into elegant, practical solutions.

Experience

Prior to Ollie AI, Bill co-founded Ground.work, the first neobank for nonprofit money management, which processed over $150M in payment volume across 13,000 teams before being acquired by Snap! Mobile, where he then served as VP of Product, FinTech. He also served as Entrepreneur in Residence at the Allen Institute for AI (AI2).

Scale & Impact

Ollie AI raised a $7.5M seed round led by Khosla Ventures and AI House, and publicly launched in June 2026, positioning itself as a privacy-first AI assistant for modern families managing the full mental load of household life.

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