Keynotes That Drive Real Change
Audiences come to Caleb’s talks paralyzed by uncertainty. They leave inspired, uplifted, and ready to lead the new human-AI workforce with confidence.
Why Caleb?
What makes his approach different from typical keynote speakers
Research Foundation Meets Practitioner Heritage
Caleb consults daily with Fortune 500 clients, teaches MBA students, contributes to the Lab for Applied AI, and has led fast-moving teams working at incredible scales. The content is research-backed, but comes from practical applications in the real world.
Real-World Credibility
Caleb’s background at Edelman and Bain & Company, political experience working with President Obama, and entrepreneurial experience building and managing 18 Coffees means he can hold the attention of a room of executives who think they’ve heard it all, and still get them thinking differently.
No Ego, All Collaboration
Caleb works directly with event organizers to make sure the keynote lands. He shows up early, stays late, talks to people during breaks, and treats your event like a member of your team. You're not managing a speaker; you're working with a partner. (You shouldn’t have to manage the ego of someone whose keynote costs less than the coffee.)
Trusted By
What to Expect
Content Built for Your Audience
Based on Caleb’s deep research ahead of time, the keynote reflects your industry, your language and culture, and the challenges your team is actually facing. Caleb conducts stakeholder interviews and pre-event research to make sure it lands.
Practical Frameworks & A Custom Companion App
Attendees leave with tools and models they can apply that afternoon, not just inspiration. Every keynote comes with a purpose-built app for your attendees, so the frameworks and resources live beyond the room.
Casual, Engaging Delivery
Caleb's delivery is funny, grounded, and direct. He reads the room, engages the audience, and knows when to land a serious, inspirational point. The result is a keynote that feels like a real talk with your specific team, not a performance.
Keynote Topics
Each keynote is customized for your audience and goals
AI Strategy for the Rest of Us
Making Human-AI Collaboration Actually Work
Most AI initiatives stall not because the technology failed, but because organizations treated adoption as an IT project instead of a leadership challenge. This talk closes the gap between what the tools can do and how people actually work.
Perfect For
CEOs, CTOs, VPs of Strategy, L&D and HR leaders handling the AI rollout mandate
Adaptability Intelligence
Why Your Change Capacity Matters More Than Your Strategic Plan
Traditional change management was built for one disruption at a time. This talk introduces a framework for building organizations that are wired to adapt continuously, not just survive the next initiative.
Perfect For
CHROs, VPs of Organizational Development; Change management leads who need to fix the system, not just survive the next initiative
Resilience at the Pace of Change
The Only Leadership Capability That Matters
Resilience isn't a wellness program. It's the leadership capability that keeps everything else from falling apart under pressure. A practical framework for sustaining performance at three levels: self, team, and organization.
Perfect For
COOs, CHROs, VPs of People and Culture, senior leaders responsible for keeping their teams performing without burning them out
Speaking Industry Experience
Consumer Packaged Goods • Entertainment • Financial Services • Healthcare • Nonprofit • Media • Education • Manufacturing • Travel & Hospitality • Government & Public Sector • Technology • Food & Beverage • B2B • E-commerce • Philanthropy • Political Advocacy • Retail • Agriculture • Social Impact
Watch the Demo Reel
By the Numbers
Proven impact across industries and audiences
Years of Experience
Speaking on global stages
Keynotes Delivered
Across 20+ industries and 3 continents
Leaders Reached
From Fortune 500 to fast-growing startups
Satisfaction Rate
Percent of attendees that find Caleb’s talks valuable, according to Talkadot data
Workshops & Trainings
Go deeper with hands-on workshops designed to build capability at scale
AI Literacy for Leaders
Half-day workshop
Move your team from AI curiosity to AI capability. This hands-on workshop builds confidence through interactive exercises, prompt and context engineering practice, and a framework for evaluating where AI creates the most value for your organization.
AI Integration & Adoption
Half-day workshop
Help your team bridge the gap between AI strategy and daily operations. Participants learn a repeatable framework for identifying practical AI use cases, increasing adoption, and integrating AI in a way that aligns with long-term goals.
Resilient Leadership Through Uncertainty
Half-day workshop
Equip your leaders with practical tools to navigate organizational disruption and rapid change. Using the Change Leadership Compass framework, participants build skills in adaptability, strategic decision-making, and leading with clarity when certainty isn't available.
Effective Communication
Half-day workshop
Optimize how your leaders give feedback, manage across organizational levels, and lead difficult conversations. Participants leave with tools for bridging communication gaps, resolving conflict, and fostering a culture of transparency and collaboration.
Frequently Asked Questions
Everything you need to know about booking Caleb for your event
Caleb's keynotes cover human-centered AI strategy, adaptability and resilience in leadership, and building organizational capacity for change. Beyond his signature talks, he regularly speaks on digital transformation, sociotechnical systems, organizational culture, and the future of work. He also develops custom presentations for specific audiences and events, and can moderate panels, lead executive roundtables, or facilitate multi-session programs. Every engagement starts with a conversation about what your audience actually needs.
Standard keynotes run 45 to 60 minutes, but he can adapt to your schedule. He also offers 90-minute deep-dive sessions, half-day workshops, and multi-session training programs for organizations that want more sustained engagement.
Every time. Caleb conducts pre-event research to make sure his content connects with your specific audience. Caleb works collaboratively with you to create the best possible outcomes for audiences of all sizes. Event organizers love working with Caleb because he works hard to make each presentation accessible and meaningful to every person sitting in the audience, no matter their title.
(You shouldn't have to manage the ego of someone whose keynote costs less than the coffee.)
All bookings include pre-event consultation to align on objectives, customized content development, the keynote itself, a custom web app designed for your attendees, and post-event Q&A. Caleb also offers add-ons like book signings, executive roundtables, workshop facilitation, and follow-up consulting.
Most clients book three to six months out. For large conferences or multi-day engagements, 12 to 18 months is better. Caleb can occasionally accommodate shorter timelines, so it's always worth asking if you have a last minute event.
Yes. Caleb has worked with speaking bureaus in the past and is happy to do so again. He is not exclusively represented, so you can also book him directly. Either way, the process starts with a conversation about your event and audience to make sure it's a good fit.
Fees vary by event type, location, customization, and timing. Reach out for a proposal tailored to your event. Discounts are available for nonprofits and educational institutions.
Book Caleb to Speak
Let's discuss how a keynote can support your event goals.