Creative Assassin. Growth Pirate. 5x Operator.
Michael isn’t your typical marketer.
They call him “5x” because he never delivers the minimum. He multiplies expectations — and blows the doors off the status quo.
At IBM, execs knew: if it’s high-stakes, give it to Sestak. He doesn’t play it safe. He plays to win.
Bold creative. GTM that lands. Messaging that moves people.
Most say, “think outside the box.” Michael burns the box and sails off with the map.
That’s the pirate mindset: break the mold, deliver the gold.
He’s not here to make noise. He’s here to make impact. And if you’re not thinking bigger…he’ll do it for you. 5x faster.
Michael Sestak
Kansas City Metropolitan
An IBM vet, GTM lead, and Marketing Director with 20+ years in the game.
SaaS, AI, and enterprise tech. From scrappy startups to $20M+ Fortune 100 campaigns, he’s led marketing, enablement, and creative teams that actually deliver.
Managing teams of 5 to 15+, global launches, and content sellers don’t just like — they ask for.
He’s not about theory. He’s about traction. Execution. Results. Team-first. Always overdelivering.
Executive decks? Nailed.
GTM strategy? Locked.
Video storytelling that moves buyers? Done.
Michael connects people, ideas, and strategy like it’s second nature, possessing a sixth sense for what actually makes buyers lean in and say, “Let’s go.”
Leadership & Strategy
Executive Communication
Cross-Functional Leadership
Strategic Planning
Project Management
Change Management
Innovation & Growth
Marketing & GTM
Product Marketing
B2B Strategy
Sales Enablement
Campaign Execution
Brand Development
Customer Engagement
Creative & Content
Storytelling
Video Production
Creative Direction
Content Strategy
Multimedia Production
Digital Design
Training & Insights
Training & Development
CRM & Automation Tools
Data Analytics
Performance Metrics
Data Visualization
Client Success Enablement
Questions & Answers
Why did you choose your profession?
Because storytelling is everything. Since I was a kid, I didn’t just want to be creative. I needed to be. I saw how a simple message, if told right, could move people. That’s marketing. That’s leadership. It’s not about selling products. It’s about impacting people’s lives. One message. One conversation. One real connection at a time. And guess what? That still gets me fired up every day.
Who is the one person who has shaped you into who you are today?
Easy. My dad. Henry Louis. The most generous, honest, hard-working man I’ve ever known. He didn’t talk about values. He lived them. He retired on a Friday. Died the following Tuesday. No warning. It hit me like a freight train. That moment flipped a switch. No more playing small. No more waiting for “someday.” Life is short. Legacy is everything. So I show up. I go hard. Every day. For him.
What has been the greatest accomplishment of your life so far?
I gave up a year of my life to serve in the Philippines. No money, no recognition. Just me and a mission to lift others up. I saw real poverty. I saw real faith. And I saw what real service looks like. That year broke me and built me. A little bit of heaven and hell wrapped into one. It changed how I see everything: from business to family to leadership. No corporate win compares.
How would your peers describe your responsiveness as a leader?
I listen. I respond. I show up. People don’t follow titles: they follow consistency. I give 100% every time, not because it’s expected, but because that’s who I am. I lead with empathy, but I demand excellence. You won’t ever wonder where I stand. I’ll tell you straight, and I’ll walk through fire with you. That’s leadership.
My Interests
DREAMSCAPING
MUSIC
VIDEO PRODUCTION
HI-FI AUDIO
Testimonials
“Michael is known across IBM for his leadership and ownership of high-profile projects, consistently delivering outstanding results that promote our offerings, drive engagement, and highlight key skills. Michael is passionate about every client’s success, delivering innovative and engaging solutions with speed and excellence.”
Donna Sutarno
Program Director of Content Design, IBM Data and AI
