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A Legacy Agency Representing Speakers You Can Trust

A Legacy Agency Representing Speakers You Can TrustA Legacy Agency Representing Speakers You Can TrustA Legacy Agency Representing Speakers You Can Trust

ALL THINGS CALEB SPITLER

a.k.a. everything you need to list him on your website and in your files. Missing something you need? CLICK HERE

Communication strategist for leaders trusted by NFL, Amazon, Disney, Uber, Google, and TEDx


Caleb Spitler helps leaders gain a repeatable way to communicate in high-stakes moments so teams connect first, reduce costly miscommunication, and follow through on critical decisions.  


Caleb Spitler works with leaders and teams who cannot afford to lose the room when the stakes are high. 


He has coached and supported leaders from organizations including the NFL, NHL, Amazon, Uber, Disney, TEDx, and Google, helping them strengthen communication in board presentations, investor updates, sales conversations, and all-hands meetings. 


His Connect First approach focuses on separating a leader’s worth from the room’s approval, shifting from self-protection to service, and building trust through real connection rather than scripted performance. 


Leaders use his tools to reduce mixed messages, accelerate alignment, and improve execution across their teams. 


Caleb Spitler has built his authority inside environments where communication failures are costly: executive briefings, investor updates, sales pursuits, and enterprise-wide meetings where decisions shape revenue, retention, and strategy. He has worked with leaders from organizations such as the NFL, NHL, Amazon, Uber, Disney, TEDx, and Google to sharpen how they communicate when the outcome of a conversation carries real business consequences.


Across these settings, Caleb has seen the same pattern: leaders refine their decks and talking points while the real issue is self-protection. The room senses when a leader is managing their own image instead of serving the people in front of them. His Connect First framework gives leaders a practical way to separate their identity from the audience’s approval, focus on what the room needs to decide, and communicate in a way that builds trust instead of distance.


Today, organizations bring Caleb in when they need leaders to communicate with clarity and conviction under pressure—whether that is aligning a team around a strategy shift, securing support from a board, or moving a sales opportunity across the line. His work is used to reduce attrition driven by mistrust, improve cross-functional collaboration, and ensure that critical messages lead to consistent action instead of confusion. 


In-Person: $10,000
Virtual: $7,500
Travel Fee: $1,500
Covers airfare, all ground transportation, and meals.
Client provides up to two hotel nights.


Fee integrity is maintained across all events to ensure clarity for planners and bureaus.


MINNEAPOLIS, MN


  • Leadership*
  • Executive Communication 
  • Decision-Making 
  • Trust & Alignment 
  • Change Management 
  • Sales Communication 
  • Team Performance 
  • High-Stakes Communication 
  • Organizational Communication

* PRIMARY TOPIC


"Connection First Communication: The Hidden Cost of Disconnection in High-Stakes Moments"


Most leaders do not lose the room because their strategy is weak. They lose it because their communication breaks down at the moment it matters most. Caleb Spitler’s Connection First Communication keynote shows leaders how self-protection—trying to hide or impress—quietly undermines trust, clarity, and follow-through. Drawing on work with leaders from organizations such as the NFL, NHL, Amazon, Uber, Disney, TEDx, and Google, he gives a practical framework for separating worth from approval, shifting from performance to service, and connecting with the room before asking for a decision. 


Leaders leave with concrete tools to run high-stakes meetings, presentations, and conversations in a way that reduces miscommunication, strengthens trust, and supports execution across the business—all grounded in the simple idea that real beats perfect and connection is worth it. 


Key Learning Objectives  

  • Design and lead high-stakes meetings and presentations so the room understands what is being decided and why it matters.​
  • Identify and reduce self-protective behaviors that erode trust and create resistance in teams      and stakeholders.​
  • Use a simple Connect First framework to improve clarity, alignment, and follow-through on critical initiatives.


Ideal Audiences

  • Senior executives and leadership teams responsible for strategy, culture, and performance.
  • People managers and emerging leaders who regularly lead meetings, updates, and presentations.
  • Sales leaders and client-facing teams handling high-stakes conversations with customers, partners, and prospects.
     

Audience Takeaways

  • A renewed sense of ownership and personal responsibility 
  • A clear understanding of what success looks and feels like 
  • Practical tools to stay focused and resilient in high-pressure moments 
  • A simple framework for decisive action and forward progress


“That may have just been the best speaker I’ve ever heard in my life.” — Justin Janowski, Event Host

 

“Not only did he deliver incredible wisdom, but I was blown away at his ability to connect with and unlock our top producers to go to an entirely different level.” — Greg Francis, Amway

  

“Out of all the people that I talked to I really felt that Caleb was the best of all the ones that I had spoken to for our group and to bring a level of energy that I was looking for.” — Christopher Williams, Executive VP, Rymedi

  

“He was so fun to work with... we had the most successful event that we’ve ever had and got amazing feedback about our program.” — Ginna Cross, Executive Director, Alliance Family Services

  

“He connects with people. We have large businesses, we have small businesses, and he was able to get every one of us to think about how to improve our businesses.” — Dean Klassy, NDASA Board Member

  

“He was so fun to work with... we had the most successful event that we’ve ever had and got amazing feedback about our program.” — Ginna Cross, Executive Director, Alliance Family Services

  

“He connects with people. We have large businesses, we have small businesses, and he was able to get every one of us to think about how to improve our businesses.” — Dean Klassy, NDASA Board Member

   

“Caleb has an innate ability to captivate an audience. His delivery evokes not just motivation, but inspiration for individuals to take action.” — Rylee Meek, CEO, Social Dynamic Selling


  • Riaz Meghji 
  • Adam “Smiley” Poswolsky 
  • Rachel DeAlto 
  •  Vinh Giang 


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