Heather Di Rocco helps leaders, entrepreneurs, and teams turn artificial intelligence from an overwhelming buzzword into clear decisions, useful workflows, and confident action.
Each presentation can be tailored to your audience, industry, event theme, and desired outcome.
Heather translates lessons from military intelligence into an accessible framework for evaluating information, challenging assumptions, and using AI as a thinking partner—not an autopilot.
A practical roadmap for identifying repeatable work, choosing the right AI support, and creating simple systems that reduce friction without turning the business into a tech project.
A clear, honest introduction to practical AI adoption for teams and entrepreneurs who want real value—not another list of tools they will never use.
Heather meets audiences where they are, explains complex ideas in plain language, and makes the next step feel possible.
Heather Di Rocco is an AI implementation strategist, educator, and founder of InsureBot Solutions. Drawing on 20 years in military intelligence, she helps leaders, entrepreneurs, and teams turn complex information into clear decisions and practical systems.
As the creator of AI in Wonderland, Heather is known for making AI approachable, ethical, and useful. Her jargon-free “crawl, walk, run” style helps audiences move beyond overwhelm, identify the work AI can genuinely improve, and take action without losing the human connection that makes great organizations work.
“Her Red Team prompt alone has saved me from hundreds of hours of chasing dead ends.”
— Matthew O’Brien
“Your AI program was transformative in my personal and professional life.”
— Steve Lopez
“Came in with one specific ask. Left with an over-the-shoulder tutorial.”
— Jennifer Silbert
Tell us about your audience, event, and the change you want the session to create.
Heather Di Rocco helps leaders, entrepreneurs, and teams turn artificial intelligence from an overwhelming buzzword into clear decisions, useful workflows, and confident action.
Each presentation can be tailored to your audience, industry, event theme, and desired outcome.
Heather translates lessons from military intelligence into an accessible framework for evaluating information, challenging assumptions, and using AI as a thinking partner—not an autopilot.
A practical roadmap for identifying repeatable work, choosing the right AI support, and creating simple systems that reduce friction without turning the business into a tech project.
A clear, honest introduction to practical AI adoption for teams and entrepreneurs who want real value—not another list of tools they will never use.
Heather meets audiences where they are, explains complex ideas in plain language, and makes the next step feel possible.
Heather Di Rocco is an AI implementation strategist, educator, and founder of InsureBot Solutions. Drawing on 20 years in military intelligence, she helps leaders, entrepreneurs, and teams turn complex information into clear decisions and practical systems.
As the creator of AI in Wonderland, Heather is known for making AI approachable, ethical, and useful. Her jargon-free “crawl, walk, run” style helps audiences move beyond overwhelm, identify the work AI can genuinely improve, and take action without losing the human connection that makes great organizations work.
“Her Red Team prompt alone has saved me from hundreds of hours of chasing dead ends.”
— Matthew O’Brien
“Your AI program was transformative in my personal and professional life.”
— Steve Lopez
“Came in with one specific ask. Left with an over-the-shoulder tutorial.”
— Jennifer Silbert
Tell us about your audience, event, and the change you want the session to create.
