You’re facing a complex decision. The kind where generic advice doesn’t fit and experienced counsel costs $$$ /hour.
What if you could ask someone with 40 years of executive experience: “What would you actually do here?”
Strategic Thinking When You Need It
JazzAI is an AI-powered strategic advisor trained on four decades of real executive decision-making across global companies large and small, public and private. Established brick-and-mortar, digital startups, M&A, venture capital and private equity.
Not textbook theory. Lived experience from the trenches.
Ask in plain English:
- How do I build a business case for this project?
- What’s the best way to handle this stakeholder situation?
- How do I explain this technical decision to non-technical executives?
Get frameworks from actual situations. Story-led thinking: what worked, what didn’t, what to watch out for.
Who This Serves
Built for mid-career professionals stepping into leadership without access to executive mentorship:
- CIOs and IT directors building business cases for AI investments
- Product Managers justifying roadmap priorities to finance teams
- Startup founders making strategic decisions without experienced advisors
- Project Managers taking on transformational efforts with little prior experience
- Anyone thinking “I wish I could just ask someone who has already done something like this”
You’re smart. You understand your business. You just need experienced perspective on some complex decisions.
What Makes JazzAI Different
Real Experience, Not Recycled Content
Trained on 40 years of journals, strategy docs, project postmortems, and actual decisions. Thinks like a CIO because it was created by one.
Not scraped from the internet – built from lived experience across manufacturing, consumer products, pharmaceuticals, and technology sectors.
Story-Led Frameworks
You don’t just get answers. You get context.
Here’s what worked in a similar situation …
Here’s the stakeholder dynamic that made it complex …
Here’s what I’d watch out for …
Mission-Driven Impact
Every JazzAI subscription funds climate action through Talking Tree Ventures. Digital insight funding physical impact.
Year-End Founding Member Pricing
Right now: $20/month, $200/year
Starting January 1, 2026: $40/month, $400/year
Time to lock in Founding Member pricing – your rate will never increase, even as we add more capabilities in the coming weeks!
- Unlimited questions
- Responses in seconds
- 40 years of executive frameworks
- Cancel anytime
Start with the free access tier – no credit card required!
Two Ways Forward
Want the full story?
Read the complete explainer here: What Would a Seasoned Executive Do? How a Virtual Executive Advisor Closes the Gap
Covers how JazzAI works, who it’s for, what makes it different, and real examples of the kind of thinking it provides.
Ready to try it?
Visit JazzAI.live to start your free trial – go ahead, check it out – you’ll be glad you did!
Ask your toughest strategic question. See if it helps.
Questions? Email me directly or grab some time on my calendar and we can drill into how you can use JazzAI in your organization.
Want more insights on AI strategy, digital transformation, and executive decision-making? Join our mailing list for frameworks from 40 years of leadership experience. Share your thoughts in the comments, and stay tuned for practical guidance on making AI actually work for your business.