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Pull the Chute

Putnam, IL

$2,500 and up

Travels up to 120 miles

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Public Speaking Montague

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Overview

79% of employees leave their jobs because they don’t feel appreciated.
Only 49% of employees say they’re happy at work.
I speak on leadership, communication, and personal growth—helping individuals and organizations unlock performance by building trust, emotional intelligence, and accountability. My approach blends real-world business experience with practical strategies that drive results, strengthen teams, and create cultures where people feel valued, motivated, and empowered to succeed.
Want to learn more about who I am? Reach out to me on GigSalad!


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Booking information

Price range: $2,500 and up

Languages: English

Gig length: 30 - 180 minutes

What to expect

What to Expect from Jeff’s Message

When Jeff takes the stage, audiences can expect more than just inspiration—they can expect transformation.

Jeff delivers a powerful, real-world message centered on leadership, communication, and performance, grounded in decades of hands-on business experience. His approach is not theoretical or overly complex. Instead, he breaks down leadership into practical, actionable strategies that leaders can immediately apply to create meaningful change within their teams and organizations.

At the core of Jeff’s message is a simple but often overlooked truth: leadership is not about you—it’s about your people. He challenges individuals to shift their mindset from managing tasks to truly leading people, helping them understand that the key to growth, retention, and performance lies in building trust, creating clarity, and fostering genuine connection.

A Focus on What Actually Drives Results

Jeff connects leadership directly to business outcomes. His message goes beyond motivation and dives into the behaviors and habits that drive:

Higher employee engagement
Increased accountability
Stronger communication across teams
Improved retention and morale
Greater productivity and performance

He emphasizes that most organizational challenges—missed expectations, lack of ownership, disengaged employees—are not operational problems, but communication and leadership problems. By addressing these at the root, leaders can unlock performance at every level.

Practical Tools, Not Just Ideas

Audiences leave Jeff’s sessions with clear, usable tools—not just concepts. He equips leaders with frameworks they can immediately implement, including:

How to communicate expectations with clarity and consistency
How to have difficult conversations without creating conflict
How to build trust through everyday actions, not just words
How to motivate individuals based on what drives them personally
How to create accountability without micromanaging

These are the tools that turn average managers into impactful leaders.

An Engaging and Relatable Delivery Style

Jeff is known for his authentic, down-to-earth delivery. He combines storytelling, humor, and real-life examples to connect with audiences at every level—from frontline employees to senior executives.

Rather than speaking at people, Jeff creates an experience where audiences see themselves in the message. His stories and examples reflect real challenges leaders face every day, making his content both relatable and immediately applicable.

A Balance of Inspiration and Accountability

While Jeff’s message is motivating, it also challenges audiences to take ownership of their role as leaders. He doesn’t just inspire change—he calls for it.

Participants can expect to walk away with:

A renewed sense of responsibility for their impact as a leader
A clearer understanding of how their actions influence team culture
The confidence to step into difficult conversations and decisions
A commitment to lead with intention, not reaction
Built for Lasting Impact

Jeff’s goal is not just to deliver a great talk—it’s to create lasting change. His message is designed to stick, to be talked about after the session, and most importantly, to be applied long after the event is over.

Organizations that bring Jeff in can expect:

Leaders who communicate more effectively
Teams that feel more valued and understood
Stronger alignment around expectations and goals
A culture built on trust, accountability, and performance
The Bottom Line

Jeff’s message is about unlocking potential—both in leaders and in the people they lead. By focusing on communication, trust, and accountability, he helps organizations move from simply functioning to truly thriving.

Audiences don’t just leave inspired.
They leave equipped, challenged, and ready to lead at a higher level.

About

Jeff Sesol is a speaker, entrepreneur, and leadership coach passionate about helping people discover their potential and lead with purpose. As the founder of Pull the Chute, he believes that when you grow your people, you grow your company.
Leadership Coach | Entrepreneur | Culture Architect | Founder of Pull the Chute**

For more than 30 years, Jeff Sesol has been building businesses, developing leaders, and transforming the way organizations think about people. He’s an entrepreneur who has founded and sold multiple companies—including FreeDrive, one of the earliest pioneers in cloud-based storage, and SonMedia, an online safety platform for families. But beneath the success, Jeff discovered something far more important than business strategy: Companies don’t rise because of products. They rise because of people. And that belief has shaped his life’s work.
​A Career Built on Real-World Lessons

Jeff’s entrepreneurial journey has been anything but linear—marked by big wins, tough losses, and the kind of humility that only comes from building companies in the real world. He’s experienced the thrill of winning and the crash of watching everything fall apart.

Those moments taught him what textbooks don’t:
- Leadership is human.
- Culture is non-negotiable.
- And clarity is the antidote to chaos.

Jeff brings this lived experience into every coaching session, keynote, and leadership program—helping leaders gain perspective, step out of reactive mode, and rise into intentional, confident leadership.

Pull the Chute: A Mission to Transform Leadership
Jeff’s latest venture, Pull the Chute, embodies his conviction that when leaders slow down long enough to gain clarity, everything changes.
Just like a skydiver pulling the chute at 120 mph, leaders must sometimes pause to see differently, think deliberately, and choose their next move with purpose.
“If you grow your people, you will grow your business.”
This is more than Jeff’s tagline—it’s his philosophy for how modern companies thrive.

Through powerful stories and practical strategies, Jeff teaches leaders how to communicate effectively, build trust, and create environments where people feel valued, motivated, and inspired to succeed.

Additional booking notes

Nothing special

Set list

none

Influences and inspiration

Simon Sinek

Setup requirements

Mic and podium