Jessica McKellar
Pilot

Jessica McKellar

Pilot - Founder & CEO

Jessica McKellar is the Co-Founder and CEO of Pilot, where she builds technology for small-business financial operations. Previously, she held engineering leadership roles at Dropbox and founded Ksplice, which was acquired by Oracle. A longtime contributor to open source, she has worked across systems engineering, software infrastructure, and developer communities. She studied computer science and chemistry at MIT and earned a master’s degree in electrical engineering and computer science.

October 17, 2026

On the agenda

10:10 AM

Beyond the Demo: What It Takes to Scale AIHahn AuditoriumPanel

You have a product that works. Now comes the hard part. Founders who have taken AI into production unpack what breaks between prototype and scale and what they’d do differently the second time around.