Ask Better Questions
“Being familiar with Jeff's content, I immediately asked him to deliver a keynote at our annual Docusign North America kick-off event a few months ago. It was game-changing and its impact goes beyond the office.”
– Enrique Ortegon, GVP North America Commercial Business Unit, Docusign
Keynotes
Inspiring, high-energy presentations that transform thinking.
Book Talks
Engaging overviews of Ask and its real-world applications.
Fireside Chats
Thought-provoking conversations with a moderator.
Executive Briefings
Private, high-impact sessions for senior leaders and decision-makers.
“Jeff was articulate, entertaining, informative and an incredibly warm human being… Curiosity is one of the core pillars of innovation that we promote at the Microsoft… and yet we often leave so much unasked and unsaid… Amazing session and an amazing book.”
– John Westworth, Director, Microsoft
“Jeff Wetzler was an amazing speaker. It's hard to impress a group of leaders, but I his content spoke to us... I was able to take things from his talk for work and home.”
— Audience Feedback
“Loved the content. Love the book. One of the best guest speakers I've seen.”
— Audience Feedback
Popular Keynote Topics
What You Don’t Know Is Hurting You: How to Find Out the Insights You Most Need to Hear
Every organization is full of wisdom that never gets voiced. Employees hold back concerns, peers soften the truth, and customers don’t always say what they really think. These hidden insights—what people know, feel, or see but haven’t shared—are often the very things leaders most need to hear.
In this keynote, Jeff equips leaders with practical methods for surfacing hidden insights before blind spots become breakdowns. Leaders will learn how to create the conditions for candor, spot when critical insights are being held back, and turn silence into contribution. The result: smarter decisions, stronger trust, and better performance at every level.
KEY TAKEAWAYS
Spot when important insights are being withheld—and surface them effectively.
Create conditions where people feel safe to share what they truly think and know.
Bring unspoken frontline wisdom into strategy and execution.
Turn resistance and hesitation into insight that builds trust and alignment.
Lead with confidence knowing you’re acting on the full picture, not partial truths.
The Curiosity Advantage: Lead with Questions, Unlock Possibility
The pace of change means leaders can’t rely on what they already know. The only way to keep up—and stay ahead—is by uncovering what they don’t know yet. Curiosity turns uncertainty into advantage by surfacing the insights that make the difference between reacting too late and adapting in time.
Curiosity is more than a mindset. It’s a muscle leaders can–and must–strengthen. In this keynote, Jeff gives leaders a practical toolkit for curiosity on demand: how to recognize when their curiosity is shutting down, how to re-open it in the moment, and how to choose from multiple pathways to go deeper. This isn’t abstract inspiration—it’s a set of proven practices leaders can use in high-stakes conversations, moments of tension, or times of rapid change to draw out the insights that matter most.
KEY TAKEAWAYS
Learn how to identify and uplevel your curiosity in any given moment.
Apply multiple pathways for increasing curiosity—even under pressure.
Use targeted questions that draw out the perspectives people hold back.
Turn tension and resistance into insight that strengthens trust and alignment.
Embed curiosity as a repeatable practice that keeps your team adaptable and future-ready.
Ask for Innovation: Driving Transformation in a Fast-Changing World
Disruption demands new ideas, yet many organizations leave their best thinking untapped. The boldest solutions often live in unspoken perspectives, untested hunches, and unconventional ideas waiting for the right questions to bring them forward.
In this keynote, Jeff shows leaders how to unlock hidden insights as fuel for innovation and transformation. Leaders will learn to ask differently—breaking through silos, surfacing bold ideas, and accelerating adaptation. This isn’t innovation theater; it’s a proven, practice-tested approach for turning untapped wisdom into practical breakthroughs.
KEY TAKEAWAYS
Ask the questions that surface unconventional ideas and insights.
Break down silos and spark cross-functional creativity.
Use inquiry to accelerate adaptation in times of rapid change.
Turn hidden insights into practical innovations that drive transformation.
Build a culture where innovation is everyone’s responsibility.
Stop Pitching, Start Asking: Elevating Sales Through Curiosity
The most powerful sales conversations aren’t the ones filled with polished pitches—they’re the ones where buyers reveal what truly matters to them. Yet the most decisive factors in a deal are often left unsaid: hidden needs, unspoken concerns, or priorities buyers themselves haven’t fully articulated.
In this keynote, Jeff introduces an ask-first approach to sales that goes beyond traditional discovery. Using practice-tested, research-backed methods, he shows how to draw out what clients value most, transform hesitation into trust, and co-create solutions that stick. The result: stronger relationships, shorter cycles, and better business outcomes.
KEY TAKEAWAYS
Learn how to surface the unspoken needs and priorities that drive decisions.
Transform moments of hesitation or pushback into opportunities for insight and trust.
Use curiosity to align solutions more closely with what buyers truly value.
Elevate conversations from transactional exchanges to collaborative partnerships.
Apply inquiry as a repeatable practice that builds trust and drives sustainable growth.