Insurance Industry Speaker & Currently Active Licensed Agent
The Speaker
Who Also Holds
Your License.
60 Years on Stage. 13 Years in the Industry. A Perspective No One Else Brings.
Craig Colley is a currently active licensed insurance agent — life, annuity, long-term care, Medicare supplement and MAPD — and a keynote concert speaker with 12,000+ live performances and a Guinness World Record. He has navigated the health care system as a patient through a CLL cancer diagnosis and kidney challenges. He speaks from both sides of every conversation in this industry.
Guinness World RecordTwo Credentials.
One Unforgettable Stage Presence.
Keynote Concert Speaker
60+ years on stage. 12,000 live performances. Never missed a show. A Guinness World Record in music. Three keynote concert programs — live storytelling and live music woven into a single, unreplicatable experience that makes every message impossible to forget.
Currently Active Licensed Agent
Licensed since 2013 in California, Florida, and Georgia. Sold term and universal life, fixed indexed annuities with guaranteed income, long-term care policies, Medicare supplement plans, and MAPD plans. AHIP certified with CMS. Still actively serving clients today.
"When I stand at your agent conference, I am not an outside consultant looking in. I hold the same license your agents hold. I have navigated the same carrier relationships, the same annual enrollment pressure, and the same client conversations. And then I pick up a guitar — and make it impossible to forget."
I Have Been the Client
in the Waiting Room.
In 2017, Craig was diagnosed with Chronic Lymphocytic Leukemia — CLL. Kidney complications followed. He navigated the health care system as a patient who understood every line of an Explanation of Benefits — and was still afraid.
"I sat in waiting rooms knowing more than most patients about what my plan should cover — and still discovered gaps I hadn't anticipated. That experience changed how I think about every Medicare plan I've ever placed since. Not as a product. As a lifeline."
That personal experience — combined with 13+ years of active licensure across Medicare supplement, MAPD, LTC, life, and annuity lines — gives Craig a perspective that no amount of CE hours can teach. He is the strongest case study your Medicare and health agents will ever hear from a stage.
Book for Your Agent Event
A Single, Unified Live Experience.
Not a Speaker Plus Entertainment.
Each program is live storytelling and live music woven into one unreplicatable experience. Available in-person or virtual. All three are built on a career — and a life — that has been tested by everything they teach.
Demystify AI
The Deconstruction of AI Disruption
The drum machine was supposed to kill live music. The synthesizer was going to make musicians obsolete. And AI — despite what the headlines say — is not going to end your agents' careers. But only if they understand what it actually is. This keynote uses 60 years of watching technology disrupt music — six separate times — to give your audience a completely new lens on AI. Not hype. Not fear. A clear, proven, human framework — built by a licensed agent who has lived the same disruption cycles as your people.
The Rhythm of Relevant Resilience™
Building Unshakable Resilience — The Triple R™
Resilience isn't something you wait for. It's something you practice — until it becomes your rhythm. Craig was told he'd never make it in music. He was diagnosed with CLL in 2017. Hearing loss. Tinnitus. COVID. He never missed a show. This keynote concert demonstrates resilience live on stage — through a 60-year story of showing up, adapting, and refusing to let disruption end the story. The Triple R™ framework — Dream → Rhythm → Relevant → Resilience → Result — gives your agents practical tools to stay relevant and produce results in a world that never stops changing.
Strike a Chord
Rediscovered Purpose = Results
At some point, the music stops. Not because the agent quit — but because somewhere between the dream and the daily grind, the original reason got buried under carrier compliance, AEP pressure, and metrics. Strike a Chord uses live music and one of the most unusual careers in American entertainment to show what happens when a person — or an agency — reconnects to the purpose that started everything. Built on the CHORD framework: Connect, Hear, Open, Repeat, Deliver.
All three programs available as full Keynote Concerts — in-person or virtual. Contact Craig to check availability →
AI Coaching for
Experienced Insurance Professionals.
Designed specifically for insurance professionals 55+ navigating AI adoption. Not a tech course. A practical, personal conversation with someone who holds the same license — and is applying these tools to the same business challenges.
Craig doesn't coach from theory. He coaches from a shared, active practice. Every session is built around the Triple R™ framework and your specific product lines, client base, and professional goals.
Discovery Session
A single session. A clear diagnosis. Immediate action.
- 60-minute 1:1 virtual session with Craig
- AI readiness assessment using the Triple R™ framework
- Written summary + 3 specific action steps delivered after
- No prior knowledge of Craig's work required
- Available to individuals or referred by FMO/IMO
90-Day Rhythm
Twelve sessions. A full transformation.
- 12 sessions over 90 days — the complete Triple R™ journey
- Custom AI adoption plan built for your specific practice
- Weekly accountability and progress tracking
- Product-line specific: FIA, Medicare, LTC, or Life
- Embeds AI as an operating system — not a one-time event
- For agents committed to a full, lasting transformation
6-Week AI Confidence Program
Six sessions. A complete AI foundation.
- Six weekly 1:1 sessions with Craig
- Custom AI adoption plan built around your practice
- Weekly accountability and momentum
- Practical tools you use immediately — not theory
- Ideal for agents ready to commit to 6 focused weeks
Three Free Study Guides.
Written from the Inside.
All three guides available in general and insurance industry editions. No opt-in required. Craig responds personally to every private submission.
Demystify AI
The Deconstruction of AI Disruption
A 5-step guide to navigating AI disruption with confidence. Built on 60 years of watching technology disrupt music — and 13 years as a licensed insurance agent. Covers the disruption pattern, the two-camp choice, what AI can and cannot replace, and a 3-step action plan agents can start this week.
Download Free →
The Triple R™
A 10-Step Guide to Building Relevant Resilience
Ten practical steps from reconnecting to your dream to building the daily rhythm that makes performance independent of how you feel. Built from a CLL diagnosis, hearing loss, COVID, and 12,000 live performances. The insurance industry edition is written specifically for agent audiences.
Download Free →
Strike a Chord
Rediscovered Purpose = Results — The CHORD Framework
A 10-page companion guide to the Strike a Chord keynote concert. The CHORD framework — Connect, Hear, Open, Repeat, Deliver — applied step-by-step to the insurance professional's practice. Includes reflection questions and commitment exercises for each step.
Download Free →
Insurance Industry Editions Now Available
All three guides have been fully rewritten for insurance industry audiences — with disruption timelines that include insurtech, Medicare patient case studies, product-specific reflection questions (FIA, LTC, MAPD), and insurance professional action steps. Download Free →
Six Reasons Your Agents
Will Not Forget This.
Craig is not a speaker re-skinned for an insurance audience. He is built for this audience — from the inside out.
- 01Currently active licensed agent across all major linesNot retired. Not consulting. Still licensed, still serving clients in CA, FL, and GA. The credibility is real and current.
- 02AHIP certified — Medicare supplement, MAPD, and Part DWalked the same annual enrollment process your Medicare agents walk every year. Speaks the language fluently.
- 03The only Medicare patient story told from the stageCLL diagnosis + kidney challenges + navigating EOBs as a patient who knows what they mean. The most powerful case for why what your agents do matters.
- 04A Keynote Concert — not a speaker with background musicLive guitar, live piano, live storytelling woven into one experience. Audiences remember it years later. Nothing else competes.
- 05AI content built for agents, not executivesDemystify AI is written from the perspective of someone who lived through six waves of technology disruption in music — and knows what it means to adapt or disappear.
- 06Free resources for your entire agent baseThree study guides — in general and insurance industry editions — available to share with agents before and after any event. No cost. No opt-in required.
What Craig Has Sold.
What Your Agents Sell.
Life Insurance
Term life and universal life (UL) policies. Understands the difference between GUL, IUL, and traditional whole life from a producer's perspective — not a textbook.
Term · UL · GUL · IUL
Fixed Indexed Annuities
FIA with guaranteed lifetime income riders. Has structured annuity solutions for clients in accumulation and distribution phases. Understands crediting strategies and index options.
FIA · GLWB · Index Strategies
Long-Term Care
Traditional LTC policies and hybrid LTC/life products. Understands underwriting, benefit triggers, and inflation protection conversations that define this market.
Traditional LTC · Hybrid LTC/Life
Medicare Supplement
Plan F, G, N, and other Medigap structures. Has navigated supplement plan comparisons with clients — and lived the experience of needing one through a CLL diagnosis and kidney complications.
Plan G · Plan N · Medigap
Medicare Advantage (MAPD)
Medicare Advantage Prescription Drug plans. AHIP certified with CMS. Has sold MAPD plans during Annual Enrollment Periods and understands the plan-change conversation every Medicare agent has every fall.
MAPD · AHIP/CMS Certified
Part D Prescription Drug Plans
CMS-certified for Part D PDP plans. Understands formulary structures, the donut hole, and how to guide a Medicare client through plan selection in a way that protects them long-term.
PDP · CMS · Part D
60 Years of Showing Up.
Never Missing a Show.
Craig Colley occupies a position that does not exist anywhere else in the keynote world: he is a currently active, licensed insurance agent who is also a professional keynote concert speaker with 60 years on stage, 12,000+ live performances, and a Guinness World Record in music.
He is dyslexic — discovered in his thirties. A piano professor at Northern Illinois University told him he would never make it in music. He has now played 12,000 shows without missing one. In 2017 he was diagnosed with CLL. Kidney complications followed. Hearing loss. Tinnitus. COVID. He never stopped performing, never stopped serving clients, and never stopped showing up.
That life — built from 60 years of refusing to let disruption be the end of the story — is the foundation of every program, every coaching session, and every study guide he produces.
Ready to Bring Craig
to Your Agent Event?
Craig's calendar fills early. If you are planning an agent conference, FMO/IMO training event, association meeting, carrier kickoff, or CE webinar — reach out now to check availability.