Meet

Jess Loseke

Unhinged On Purpose

Founder. Operator. Speaker.

Teaching leaders how to navigate the messy middle: pivoting under pressure, leading through career confusion (yours and theirs), and innovating in traditional industries.

Now booking for 2026

Get to know Jess

Book Now

Start Here

Signature Talks

Most business advice focuses on the extremes: Broke to billions. Crisis to comeback. Rock bottom to private jets. What almost no one talks about is the long stretch in the middle. The part where most businesses break and most founders feel like they are failing.

Jess (aka the Barrel Girl) lives and leads in this space. She built an eight figure company from fifty bucks and a storage unit and earned four consecutive years on the Inc. 5000 list (2022 - 2025). From the outside it looked like momentum without limits. Most Admired CEO (2024). Inc. Female Founder 500 Award (2025). Featured on 60 Minutes (2025).

But when her industry swung from record highs to record lows in twelve months, everything shifted at once. It was intense. It was messy. Now Jess teaches leaders how to be Unhinged On Purpose. From the decision making frameworks to team-building strategies and pivot playbooks, she knows how to turn chaos into competitive advantage.

While it's sexy to talk about tech unicorns, funding rounds, and exit multiples, real stories like bootstrapping with $50 bucks and a storage unit into a global 8-figure company are where the heart of small business lies. That's exactly what Jess Loseke and her partner Barrel Ben did when they modernized a legacy industry (aka "boring business") by adding e-commerce, digital strategy, and systems that scale.
No amount of leadership books, MBA courses or business podcasts can prepare you for the messy middle. You know, the days when your business breaks and you're not sure how you will make payroll? Chaos will come. Systems will break. It's then you need the decision-making frameworks, mental resilience strategies, and breakthrough thinking that help leaders survive and thrive when expert advice fails and the stakes are highest.
The workplace is shifting faster than ever. AI is reshaping, eliminating and creating roles, remote work is redefining culture, and entire industries are being disrupted. Add to that a generation that prioritizes personal fulfillment over company loyalty, and you've got a leadership challenge no MBA prepared you for. In this career crisis moment, smart leaders stop fighting human nature and start leveraging it. How to hire, manage, and unlock human potential in people who put themselves first - using strengths management and individual motivations to drive results. Why meeting people where they are might actually be your competitive advantage.

The
Neat Idea
Podcast

Coming Soon

JOIN OUR EARLY ACCESS LIST

-

Pitch Winner

Pipeline Entrepreneurs
Innovator of the Year

Read More
Inc. Female Founders 500

See the List
Most Admired CEO

Louisville Business First

Why Book Jess

Jess is an Enneagram 8, a Culture Index Trailblazer and a Predictive Index Captain. She is a rare mix of visionary and operator, which means she can see the big picture and then actually build it. She has the degrees and the accolades, but that is not what makes her valuable. Her edge comes from time in the trenches. Jess has lived the messy middle, taken every framework and operating system and run them through real people and real problems. She has been Unhinged On Purpose. If you want someone who can hand you tools, perspective and the push to keep going when you want to quit, Jess is the one you book.

A Note From Jess

Friends,

I love understanding how people tick. And I love the game of business. But the truth is this. If you do not know your strengths, your weaknesses and the road you are actually on, the odds are not in your favor. I am here to share the wins, but more importantly the failures, the mistakes and the messy parts that taught me the most. If you are a builder, I promise we have a lot to talk about.

Cheers!
Jess