Work From the Dock: Enterprise AI Transformation with Jay Smith & Ravi Reddy
📅 Wednesday, April 1
⏰ 10:00 AM – 1:00 PM
📍 Venture Dock — Palo Alto
About the Event
This week at Venture Dock, we’re hosting a high-signal fireside chat with two leaders who have operated at the intersection of enterprise scale and next-generation innovation.
From leading $20B business lines… to building AI-driven platforms shaping the future — this session is about how technology actually gets adopted, scaled, and transformed inside real organizations.
If you’re a founder, this is a rare opportunity to learn directly from operators who have done it at the highest level.
Topic of the Session:
Enterprise AI Transformation-How CIOs Outside Silicon Valley Are Adapting to Rapid AI Shifts
This session will unpack how enterprise leaders actually evaluate AI, from adoption and risk to long-term transformation and what that means for founders building today.
Speakers
Board Executive | Former CTO at Verizon | Fortune 100 Leader
• Former Top-25 Executive at Verizon ($20B business, 30M users)
• Led $1.5B in technology investments + teams of 3,000+
• Scaled AI, cloud, and platform systems at massive scale
• Known for driving 30%+ growth and enterprise transformation
Serial Entrepreneur | Investor | Founder of Kitab
• Built and exited multiple technology companies
• Investor and mentor across AI and venture building
• Founder of Kitab — AI + human potential platform
• Focused on human-centered innovation and long-term impact
🔥 Fireside Chat
A real conversation on:
• How CIOs and enterprise leaders outside Silicon Valley evaluate AI
• What actually drives AI adoption inside large organizations
• Where startups get it wrong when selling into enterprise
• Enterprise scale vs. startup speed, where friction happens
• How to position your product in a rapidly shifting AI landscape
🎤 Founder Q&A + Open Mic
Ask questions. Get feedback. Pressure-test what you’re building.
If you're working on something-this is your chance to get direct input from operators who’ve built and scaled at the highest level.
Why You Should Be in the Room
• Learn how enterprise buyers actually think about AI (not just hype)
• Understand what it takes to sell into large organizations
• Get clarity on where AI is going — and how to position early
• Hear directly from leaders who’ve scaled systems to millions of users
🍽 Private Founder Lunch (Members Only)
After the session, we’ll host a private lunch with Jay Smith & Ravi Reddy for Venture Dock members.
Small group. Off-the-record. Direct access.
👉 Not a member yet?
Apply to join the Venture Dock ecosystem:
https://venturedock.fillout.com/t/gHcUcf7Tz8us