Keynote Speaker & Entrepreneur · Jim Jacobs
ONE ASK AWAYThe Power of Asking in the Age of AI
A high-energy keynote that turns asking from an inspirational idea into an action system. Every audience member leaves with one professional ask, one personal ask, an AI Accountability Coach that follows up before midnight tomorrow, and the answer to one game-changing question: “What could you do if you knew how to leverage an unlimited workforce who worked 24/7 for you?”
“DO NOT LEAVE WITH INSPIRATION. LEAVE WITH AN ASK.”
LIVE AUDIENCE INTERACTION
Every Seat Scans & Sends a Real Ask in 3 Minutes
Signature Programs & Length Options
Keynote & Interactive Workshop Formats
ONE ASK AWAY
The Power of Asking in the Age of AI
From $5/hour at West Coast Video and one question to Gary Papa that launched a career in sports television alongside Kobe, Jordan, and Gretzky—to sending 20 asks (19 no’s, 1 yes) to meet Journey—to using AI workflows to deliver a $65,000 PO over Labor Day week.
Audience Outcomes:
- Why iterative asking turns AI from an answer machine into a possibility engine.
- How to apply “Keep the dream big. Make the first ask small.”
- Live in-room QR activation: every attendee leaves with 1 Business Ask, 1 Personal Ask, and an exact <75-word message to send before midnight tomorrow.
THE DIVERGENT ASK
What Business Is Hiding Inside Your Business?
A hands-on working session for founders, EO/YPO chapters, and leadership teams. Attendees bring their real company and walk through FIND → DIVERGE → DECIDE → ASK plus The Scalable Ask and Dream 100.
Workshop Deliverables:
- Complete audit of each company’s 11 Hidden Asset categories.
- 50 divergent revenue & capacity opportunities filtered down to one 30-Day Bet.
- Human-vs-AI workflow blueprint (Break It Down → Draw the Human Line → Define Done → Ask Again).
Why Operators Listen to Jim Jacobs
Built on Real Payroll, Real Customers, and Real Execution
Jim Jacobs is not a theoretical AI pundit. He is a Philadelphia-based founder and operator who has signed the front of paychecks for decades, built an Inc. 5000 market research firm (Focus Insite), served in Entrepreneurs’ Organization (EO) leadership, and redesigned his own company’s operating capacity with human-in-the-loop AI workflows.
“THIS TALK ISN’T ABOUT WHO I MET. IT’S ABOUT WHO YOU HAVEN’T ASKED.”
For Event Planners, Chapter Chairs & Bureaus
Event Planner Kit & Technical Rider
Speaker One-Sheet
Print-ready overview of Jim’s bio, keynote descriptions, audience takeaways, and stage intro script for your committee.
High-Res Headshots & Brand Marks
Approved high-resolution stage portrait and Power of Ask marks for event programs, flyers, and chapter announcements.
AV & Stage Requirements
- • Countryman / wireless lavalier mic (preferred)
- • 16:9 HDMI projection with confidence monitor
- • House audio patch (3.5mm / HDMI) for short reel clip
- • Reliable room Wi-Fi/cell for 3-minute live QR Ask Challenge
WHAT HAPPENS WHEN YOUR ENTIRE TEAM LEARNS THE POWER OF ASK + THE POWER OF AI?
Most organizations sit on millions of dollars in unmade asks—and lose 80% of their week to manual prep and follow-up that an AI agent crew can run 24/7. When Jim Jacobs speaks to your company, EO/YPO chapter, or sales & leadership team, nobody leaves with just notebook inspiration. Every person in the room leaves with three concrete assets:
OUTCOME 01 · IMMEDIATE ACTION
1 Business Ask & 1 Personal Ask Sent Before Midnight
Built live in the room on their phone in 3 minutes (100% un-gated)—a clear, <75-word low-friction door opener plus a “19 No's to 1 Yes” follow-up script.
OUTCOME 02 · FOLLOW-THROUGH ENGINE
A 24-Hour Virtual Accountability Partner
Every participant gets an optional Virtual Accountability Partner (via Email, WhatsApp, or self-guided check-in link) that follows up 24 hours later so asks actually get sent.
OUTCOME 03 · 24/7 AI CAPACITY
Making the “Impossible” Possible With AI Agents
Your team learns how to turn a 1-person ask into a 24/7 AI workflow—researching targets, pre-building custom “give-first” deliverables in 10 minutes, and scaling capacity without adding headcount.
WHERE ONE ASK CAN TAKE YOU
From asking legendary sportscaster Gary Papa for a break at a $5/hour counter job—to interviewing Michael Jordan, Wayne Gretzky, and Kobe Bryant, appearing on CNN and in Forbes, walking onto Hollywood sets (Creed, Paranoia, Billions), scaling an Inc. 5000 company, and celebrating Flyers Cup championships with family:
WANT JIM TO TALK TO YOUR GROUP OR TEAM ABOUT THE POWER OF ASK OR THE POWER OF AI?
Whether you run a company leadership team, an EO / YPO chapter, a sales organization, or an industry association, Jim customizes every session so your people leave with:
- Live Interactive Ask Challenge: Every person builds and sends a real Business Ask & Personal Ask using The Ask Coach™ on their phone.
- Virtual Accountability Partner: 24-hour and 30-day follow-up so your team turns ideas into measurable revenue and partnerships.
- Practical 24/7 AI Agent Playbooks: Live demonstration of how Jim runs a 24/7 AI workforce to make “impossible” asks possible in 10 minutes.
Direct Founder-to-Founder Contact:
Email Jim directly at jim@flyingwiththehawk.com or jim@focusinsite.com, or use the quick form here (connected directly to Jim's GoHighLevel & inbox).
Check Dates & Availability
Bring “One Ask Away” to Your Audience
Every event receives a dedicated QR experience (e.g., thepowerofask.com/start?event=YourEvent) and live post-event action metrics.
Heard Jim Speak Tonight or Used The Ask Coach™? Leave a Comment or Takeaway
Share what ask this unlocked for you, your biggest takeaway from the session, or a note for Jim and fellow founders: