Jeremy Ostermiller

This Is Jeremy's Story

Entrepreneurship has always been part of who Jeremy is. At 14, he launched his first business, and he has been building ever since.

Learn from the decisions, pivots, and lessons that came from building companies without a playbook.

Age 14 · Colorado

The Early Years

First business at 14

At 14, Jeremy launched a mail-order rollerblade and accessory business, Rocky Mountain Deals on Wheels, with his parents, Marvin and Debbie. As an avid hockey player, he noticed rollerblade wheels were expensive, so he found a way to source blemished wheels and sell them at a big discount, making the gear more affordable and accessible. These early ventures taught him how to start a business, find product-market fit, and develop skills in sales and marketing—lessons that sparked a drive and mindset he carries with him to this day.

After high school, Jeremy brought that entrepreneurial spirit to the football field, playing varsity at the University of Northern Colorado before transferring to Colorado State University, where he earned a degree in Technical Journalism. Those years reinforced the importance of teamwork, resilience, and communication, all of which became foundational to his journey as an entrepreneur.

Jeremy Ostermiller as a teenager in Colorado — Early days in Colorado, around the time of his first business.

Jeremy Ostermiller during his college years

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2002 · JFLY Presents

The JFLY Years

400+ concerts produced and promoted

In 2002, Jeremy co-founded JFLY Presents, producing more than 400 live events and working with artists like Snoop Dogg, LL Cool J, Bone Thugs-N-Harmony, CeeLo Green, and the Wu-Tang Clan. These experiences taught him more than just how to organize events—they helped him connect with people from all walks of life. Whether it was collaborating with artists, negotiating with venue operators, promoting events, or selling tickets, he developed a knack for building genuine relationships by meeting people where they are. Being able to adapt and understand different perspectives has always been one of his greatest strengths. It’s about finding common ground, appreciating where others are coming from, and creating an environment where everyone feels valued.

Meeting people where they are has always been one of Jeremy's greatest strengths.

From the JFLY Presents concert years — JFLY Presents: more than 400 concerts produced and promoted.

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2009 · Altitude Digital

Altitude Digital

$500 to $250M+ in revenue

In 2009, Jeremy founded Altitude Digital with $500 and a vision, scaling it to $250M+ revenue, raising $30M, and earning 8X Inc. 5000 and 2X Deloitte Fast 500 awards. Beyond these milestones, he valued creating opportunities for people to grow and succeed.

Jeremy did not start Altitude Digital with a large check, a famous last name, or a perfect plan. He started with $500, figured out what customers needed, and kept building. That experience taught him that resourcefulness matters more than perfect conditions.

Jeremy Ostermiller during the Altitude Digital years — The Altitude Digital years.

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2016 · Edison Interactive

Edison Interactive

100,000+ connected screens across North America

Not one to stop building, Jeremy co-founded Edison Interactive in 2016. Partnering with companies like Verizon, Avis, and Caesars Entertainment, Edison grew into a leader in managing over 100,000 connected screens across North America. The work was exciting, but the most fulfilling part was helping others innovate, recognize opportunities, and discover their potential. This passion for helping others led him to invest deeply in mentoring. Through the Blackstone Entrepreneurs Network, his role on the Colorado State University College of Business Board of Advisors, and programs like Youth on Record, he has worked with countless individuals to unlock their potential. For Jeremy, mentoring isn’t just about sharing knowledge; it’s about seeing others succeed, showing them what’s possible, and helping them break ceilings they never thought they could surpass. It’s about being a connector, someone who helps people see opportunities, grow into their best selves, and thrive in ways that ripple outward.

Jeremy Ostermiller with golf legend Greg Norman — With Greg Norman, an early backer of Edison Interactive.

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Today

Current Day

Today, Jeremy’s focus spans four companies: Death Before Decaf, a Denver-based beverage company; Steeltown Garage, a moto-inspired apparel and lifestyle brand; La Optimista, an ocean-view boutique hotel in Todos Santos, Mexico; and Rocketfuel 360, a growth advisory company that helps businesses accelerate growth through bold strategy, AI-driven innovation, and expert execution.

For Jeremy, success is about more than the businesses he has built or the milestones he has achieved. It’s about the connections he has made, the people he has inspired, and the opportunities he has helped others discover. Being a connector is what drives him, bringing people, ideas, and possibilities together to create something extraordinary. That’s what makes it all matter and keeps him energized to keep building, inspiring, and making a difference every single day.

Jeremy has moved from live events to advertising technology, connected experiences, consumer brands, media, hospitality, and advisory work. The industries changed, but the work stayed the same: find the opportunity, bring the right people together, and build something better.