The CirclebyWithCoverage

AI in Practice: Building the AI-Native Enterprise (NYC)

The Standard Hotel - Meatpacking
New York, NY
Wednesday, July 22
6:30 PM - 9:00 PM
Keith Rabois
Host
WithCoverage
Co-host

Speakers

Keith Rabois

Managing Partner @ Khosla

Cobi Blumenfeld-Gantz

Co-Founder & CEO @ Chapter

Max Brenner

Co-Founder & CEO @ WithCoverage

Jim Bulger

VP, Controller @ Hungryroot

An Evening with Keith Rabois

Join Keith Rabois and a curated group of executives in New York City for a private dinner on how AI is transforming real-world businesses.

Speakers: 

  • Keith is the founder of Opendoor and an early employee at PayPal, LinkedIn, and Square. He was the first investor in Ramp, DoorDash, Affirm, and Faire.

  • Cobi Blumenfeld-Gantz (Founder & CEO of Chapter, $100M+ in revenue and a $3B valuation), Jim Bulger (VP @ Hungryroot, $700M+ rev), and Max Brenner (Founder WithCoverage) will present how their organizations leverage AI today.

Here’s a quick evening agenda:

  • Welcome Reception: 630-7pm so everyone can mingle and meet

  • Seated Dinner: 7pm in curated tables (full RSVP list will be shared for seating requests)

    • Speaker Presentations: The speakers will each briefly present as appetizers are served

    • Small Group Discussions: Everyone will enjoy the rest of dinner in their smaller, curated tables for a more intimate conversation

Attendees: ~100 curated executives.

Space is limited. RSVP required.

Speakers

Keith Rabois

Keith Rabois

Managing Partner @ Khosla

Keith Rabois

Keith is a Managing Director at Khosla Ventures, where he led the firm's first institutional investments in DoorDash, Affirm, and Faire. A PayPal Mafia alum and co-founder of Opendoor, he's held senior operating roles at LinkedIn and Square, and is a regular on the Forbes Midas List.

Cobi Blumenfeld-Gantz

Cobi Blumenfeld-Gantz

Co-Founder & CEO @ Chapter

Cobi Blumenfeld-Gantz

Cobi is the Founder & CEO of Chapter, an AI-powered Medicare platform that helps Americans navigate healthcare in retirement. He has grown the company to more than $100 million in annual revenue and a $3 billion valuation. Previously, Cobi led federal government engagements at Palantir Technologies, helping major U.S. agencies tackle mission-critical data challenges.

Max Brenner

Max Brenner

Co-Founder & CEO @ WithCoverage

Max Brenner

Max is the Co-founder & CEO of WithCoverage, a modern insurance and risk platform backed by Sequoia and Khosla Ventures ($42M+ raised). Previously he disrupted the financial advisory industry and built Compound into a $3B+ AUM digital family office platform.

Jim Bulger

Jim Bulger

VP, Controller @ Hungryroot

Jim Bulger

Jim is VP, Controller at Hungryroot, where he leads finance for one of the fastest-growing AI-powered grocery and consumer technology companies. With more than a decade of experience spanning both finance consulting and in-house leadership, Jim specializes in building high-performing, scalable finance organizations for high-growth, VC- and PE-backed businesses.

What To Expect From The Evening

Invite-only group of experienced leaders

~100+ senior executives, founders, and investors , all actively thinking about how to leverage AI in their businesses today

Operator-led perspectives

Brief, practical insights from founders currently deploying AI—focused on where they’re seeing real impact, what’s working, and where they’re investing

Curated seating & targeted connections

Attendees will receive the RSVP list ahead of the event and can indicate who they’d like to meet. Dinner tables are intentionally curated to facilitate relevant, peer-level conversations

Grounded, real-world focus

Discussion centered on how AI is being applied across operationally complex, asset-heavy businesses—not abstract use cases or early-stage experimentation

Have Questions?

AI in Practice: Building the AI-Native Enterprise (NYC)