Speaking · Chicago Now booking 2027
Keynote speaker in Chicago.
Built for Chicago rooms: national associations, corporate headquarters, health systems and the trade shows that fill McCormick Place, all leading people through change.
Associations & corporate HQsIn person or virtualTop 30 Global Speaker5.0 ★ 120+ reviews
Why Chicago organizations book Jovan
Chicago runs on big organizations. Big organizations stall on belief.
Chicago is home to more national association headquarters than almost any city, plus Fortune 500 headquarters, major health systems, financial and insurance firms, manufacturers and logistics leaders. Change here means reorganizations, mergers, new systems and AI, rolled out across thousands of people and many locations.
Jovan closes that gap, the Belief-Behavior Gap™. Your people leave the room clear on the change, owning their part, and with one thing to do on Monday.
- National associations
- Corporate headquarters
- Health systems & healthcare
- Financial services & insurance
- Manufacturing & logistics
- Trade shows & conventions
Chicago event types
Built for the rooms
Chicago fills.
Where Chicago events happen: McCormick Place, hotel ballrooms in the Loop, River North and along Michigan Avenue, Navy Pier, the Rosemont convention district near O'Hare, and corporate campuses across the suburbs. Direct flights from DFW make in-person dates easy to add.
See it in the room
Watch Jovan before you book him.
60–90 seconds of real audiences and real moments.
Trouble playing? Watch on Vimeo →
Signature keynotes
Six keynotes.
One built for your room.
Every keynote is shaped around your Chicago event, your audience and the change in front of them.
1Keynote 1 of 6
Why Change Doesn't Stick
The Belief Gap Behind Every Failed Rollout
Most change efforts don't fail in the plan. They fail on Monday.
Best forAny room going through a change
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2Keynote 2 of 6
Leadership Fluidity™
Leading Your People Through Change Without Losing Them
For managers promoted for the work, now carrying every change.
Best forLeadership retreats, manager meetings, HR conferences
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3Keynote 3 of 6
Transactional to Transformational
One Culture Through Growth and Change
Keep people aligned when growth, mergers or new leadership stretch the culture.
Best forConventions, kickoffs, organizations in growth
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4Keynote 4 of 6
The IT Factor
Presence and Self-Leadership for Leaders Who Want to Be Followed
Titles get people to listen. Presence gets them to follow.
Best forEmerging leaders, women's and leadership summits
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5Keynote 5 of 6
Peak Performance Selling
Win with Conviction, Trust & Authenticity
Selling is the behavior. Being sold is the belief.
Best forSales kickoffs, revenue teams, franchise conventions
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6Keynote 6 of 6
Innovation Integration
Turning Disruption Into Growth
Lead the people side of new systems, technology and AI.
Best forTeams rolling out new tools or AI
Check availability for this keynote →Limited availability
Custom Keynote
A pre-event Leadership Diagnostic, a findings call with your sponsor, and a keynote built from your people's data.
Compare formats and options on the Speaking page →
What planners say
“He had a room of 300 people jumping out of their seats. He is the real thing when it comes to truly wanting to help and serve others.”
Event organizer
Nothing short of transformational. He doesn't rely on clichés or surface-level motivation. He delivers substance.Jerad Broaddus · CUCP Summit
I set very high expectations for him… and he crushed them!Kristi Spaethe · OKHR State Conference
Our leaders left saying he was the best keynote they have heard.Becky Bowen · Clinical Leader Meeting
5.0 ★ across 120+ Google reviews · See all results →
What it's like to book Jovan
From first call to lasting change.
- InquiryTell us your date, audience and theme. Reply within one business day.
- Discovery callVirtual or in person. Jovan learns your people and what's changing.
- Built for your roomYour theme, your language, your stories.
- Event dayArrives early, meets your people, AV-ready.
- Implementation call3–10 days after: what landed and how to reinforce it.
- The next stepA workshop, a manager cohort or next year's stage. Only if it's right.
Questions Chicago planners ask
Does Jovan Glasgow speak in Chicago?
Yes. Jovan is based in Dallas–Fort Worth and speaks in Chicago, Rosemont, the suburbs and nationwide, in person or virtually.
How much does it cost to book a keynote speaker in Chicago?
Fees depend on the format, your audience and how much the session is customized. Travel is included in one clear quote, and association rates are available. Share your event details and you'll hear back within one business day.
Does he speak at association annual meetings?
Yes. Associations are one of Jovan's core audiences. His keynotes give members language for what's changing in their field, one tool they can use, and a reason to come back next year.
Can he speak to a corporate team going through a reorganization or merger?
Yes. Transactional to Transformational fits organizations keeping one culture through growth and mergers, and Leadership Fluidity™ fits managers leading their people through it.
How far ahead should we book?
Most planners book 6–12 months out, and 2027 dates are open now. It's always worth asking about closer-in dates.
Let's talk
Planning a Chicago event?
Tell us your date, your audience and what's changing. Every inquiry is read personally, and you'll hear back within one business day.
Now booking 2027 Planners typically book 6–12 months out.
Impact people who impact people.