Operator.
Advisor.
Builder.
Speaker.
Steve Gluckman helps leaders build and scale modern businesses.
Exited Founder & CEO. Experienced Operator. Trusted Advisor.
Steve is a corporate learning and digital workforce enablement entrepreneur who builds and scales technology-driven businesses that help organizations adopt complex technology, regulatory requirements, and new ways of working in ways that drive real behavior change and measurable business outcomes.
Across his career, Steve has focused on the intersection of enterprise learning, compliance, and technology adoption inside highly regulated and operationally complex environments. His work centers on helping organizations translate complex requirements (legal, regulatory, technical, or operational) into practical training, tools, and systems that employees and leaders will actually use.
Steve has led founder-built startups and private-equity-backed companies through periods of growth, transformation, and successful exit, most often in learning technology, compliance infrastructure, and workforce enablement. He typically operates closest to the customer, owning go-to-market strategy, enterprise adoption, and the translation of sophisticated product capabilities into clear business value across revenue growth, risk reduction, and operational performance
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