PickleTalk: Enterprise Operators × AI Founders (Seed to Series A)

2026-10-15 · 16:00:00 · San Francisco

San Francisco, CA

Treasure Island, SF

Hosted on Treasure Island, this small meetup brings Seed and Series A artificial intelligence founders together with enterprise operators for beginner-friendly pickleball followed by dinner and focused enterprise sales discussion.

Get up-to-date information at: https://luma.com/9dxnx6dk

Address: Check event page for more details.

Hosted by Denis Belyavsky

Founder brief

Who should attend

Founders navigating enterprise sales cycles with early-stage AI startups will get the most value from this session. It specifically targets those at Seed to Series A stages who need practical clarity on securing corporate contracts and avoiding common pitfalls.

What happens

Activity kicks off at 16:00 with an hour and a half of beginner-friendly pickleball. At 18:00, the group transitions to dinner and drinks for a twelve-person discussion centered on one specific question: what prompts a large company to buy from an AI startup and what kills the deal.

Who's in the room

Denis Belyavsky hosts this intimate gathering of twelve participants, organized by 12 Scrappy Founders and supported by Arceus. Participants comprise enterprise operators alongside AI founders actively raising or executing at the Seed and Series A levels.

How to prepare

Bring athletic clothes suited for court play and an appetite for detailed conversation. Prepare concrete notes on your current enterprise pipeline, focusing on your recent procurement hurdles, unresolved deal objections, and specific questions about how enterprise buyers evaluate early-stage software vendors.

Organizer: 12 Scrappy Founders

Register

At a glance

Tickets
Free
Attendance
About 12 attendees expected
Stage
Seed, Series a
Sectors
Ai ml

Agenda

  1. 16:00 to 17:30 · Pickleball — Pickleball first (beginner friendly!)
  2. 18:00 to 20:00 · Dinner and Drinks — Dinner/drinks, 12 people, 1 topic: what makes a large company buy from an AI startup and what kills the deal.

Sponsors and partners

  • Arceus

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