Your people are already experimenting — some eagerly, some cautiously, some not at all. The hard part is turning that scattered interest into a shared, practical plan. This hands-on workshop helps your leaders find where AI improves real work, reduce uncertainty, and leave with a 90-day roadmap.
Not a lecture. Not a generic AI demo. A hands-on working session built on the challenges already inside your organization — so your team sees where AI is useful, where risk needs guardrails, and what to do next.
A shift from abstract speculation to practical applications: better decisions, better workflows, better questions.
Use AI to surface blind spots, stress-test plans, explore growth ideas, and sharpen messy problems.
Find opportunities inside your sales, marketing, operations, finance, HR, customer service, analytics, and internal communication.
Identify the risks attached to useful ideas: privacy, accuracy, bias, autonomy, culture, and ROI.
Translate the session into a concrete plan — what to pilot, who owns it, how to judge progress, and the guardrails that keep it safe.
The goal is not to “use AI.” The goal is to find where AI is actually useful.
Jeff's practical framework for finding where AI can actually help. In the workshop, Jeff guides your team through a hands-on exercise that turns broad AI curiosity into specific, testable opportunities. It starts with better questions, not a better demo.
What work is repetitive, tedious, or quietly draining the team's energy?
What can be tested in days, not quarters?
What useful information is already hiding inside the organization?
What becomes possible when AI moves from helper to workflow partner?
Because “we should do more with AI” is not a plan. Every pilot leaves the room with a next step, an owner, a way to judge progress, and a guardrail.
What should we test?
What can start tomorrow?
What shows it's alive?
What benefit should appear?
Keep · Kill · Expand
What risk must be managed?
Jeff Wilser has spent his career making complex ideas clear. As a journalist, author, podcast host, and event producer, the job has always been the same: go to the room, ask the questions, find the signal, and translate it for everyone else.
He hosts AI-Curious — 100+ long-form conversations with the CEOs, scientists, and strategists shaping AI — and co-founded The Drawing Room: AI & Leadership Salon, convening senior leaders around the questions behind AI adoption.
He doesn't teach AI from the sidelines. He lives inside the conversation — then brings the useful parts into the room.
Jeff Wilser delivered the most impactful presentation our Vistage group has experienced. If you want a speaker who couples cutting-edge insight with practical, ready-to-implement tools — Jeff Wilser is the benchmark.
It never felt dry or overly technical — just super approachable, interactive, and genuinely interesting. Everyone walked away feeling like they learned a lot and actually enjoyed doing it.
Jeff will accelerate your journey, inspire ideas, equip your teams with practical tools and methods, and help you scale what works.
Three formats, shaped around your team's goals — each ending with practical use cases, guardrails, and next steps.
Keynotes and company-wide sessions available by request. Each engagement is scoped to your team and goals.
For half-day and full-day workshop inquiries, or to talk through formats, dates, and fit.