Operator.
Advisor.
Builder.
Speaker.
Steve Gluckman helps SaaS and technology organizations build smarter go-to-market strategies and scale professional learning and workforce development initiatives.
Exited Founder & CEO. Experienced Operator. Trusted Advisor.
Steve is an operator, advisor, and entrepreneur who helps SaaS and technology organizations build smarter go-to-market strategies and scale professional learning, corporate training, and workforce development initiatives.
Across his career, Steve has worked at the intersection of enterprise learning, workforce development, talent strategy, and technology-enabled growth. He helps organizations turn complex products, market opportunities, and workforce challenges into practical offerings, stronger customer engagement, and measurable business results.
Steve has led founder-built startups and private-equity-backed companies through growth, transformation, and successful exit, most often in learning technology, workforce enablement, and related business-to-business services. He works across strategic planning, program development, customer engagement, and operational execution to help teams launch, refine, and grow high-impact offerings.
He brings a combination of operating experience, market perspective, and customer-level pragmatism, along with an investor’s lens as an early-stage backer and advisor to multiple boards.
Steve is motivated by building things that last, and by working with people who care deeply about both the technology and the humans who use it.
Outside of work, Steve is an active musician (drummer), a devoted dog lover and rescue supporter, and a crypto enthusiast and investor.
Amazon.com and American Bar Association best-selling author
Senior Fellow, Harvard University Center for Business and Government
Serial Entrepreneur -> 2x Exited Founder
Appointed “Trusted Advisor” by the Professional Development Consortium every year since 2015
Named a “Pioneer of Legal Microlearning” by the Centre for Legal Innovation
Extensive experience leading PE-backed, SaaS, EdTech, and AI-infused enterprises through growth and M&A
C-level executive with full P&L responsibility in startup and high-growth environments
MPA, Harvard University (Leadership & Tech)
B.S., Computer Science and Information Science, Watson School of Engineering
Book Steve for your next event.
With more than two decades of experience as a founder, CEO, and operator, Steve brings real-world insight from building, scaling, and advising modern businesses.
Steve’s talks are engaging and approachable, blending humor with real-life stories and case studies to make complex business and technical concepts clear and accessible to audiences at every level.
In-person. Virtual. Hybrid.
Keynote. Plenary. Panel.
Customized for your audience.
“Steve is a strong speaker with incredible energy and infectious, confident optimism.”
Nick Lowery
NFL Kansas City Chiefs Hall of Famer
and White House Advisor
“You are a wonderful speaker Steve. I was very impressed with your presentation here last week.”
Miranda Daniloff Mancusi
Director, Harvard University
Kennedy School
“Steve is an amazing speaker who talks about tech innovation in a way that all can understand.”
Wendy Anderson
Former Deputy Chief of Staff to the Secretary of Defense
“I had the opportunity to see Steve speak recently and I can tell you that this program will simply blow you away.”
Jean A. Durling
President NALP