Building 9-Figure Brands: Jeremy Ostermiller on Pain Tolerance and Scaling Success

In this episode of the Big Hitters podcast, Andrew Hathaway speaks with Jeremy Ostermiller, founder of Altitude Digital, Edison Interactive, Death Before Decaf, and Steeltown Garage. Jeremy shares wild stories from his early career promoting hip-hop concerts, including a chaotic tour with Ol' Dirty Bastard, to scaling digital ad platforms past $100 million in revenue and winning Ernst & Young Entrepreneur of the Year. He breaks down his current ventures in ready-to-drink functional coffee and lifestyle apparel, the lessons learned from visiting Richard Branson’s Necker Island, and why an entrepreneur’s long-term success relies on pain tolerance and building sustainable businesses rather than chasing quick exits. Support our Sponsors: 🤝 Thank you to Jake Frugé Jr of JFJ Holdings. JFJ Holdings helps companies scale and achieve founder-free growth to prepare them for successful exits. Website: https://jfjholdings.com/ and https://www.jakefrugejr.com/ Follow on Instagram:   / jakefrugejr   Connect on LinkedIn: https://www.linkedin.com/company/jfj-... 🤝 Thank you to Ben Jordan of Action Plumbing, Heating, Air & Electric. Action Plumbing, Heating, Air & Electric provides 24/7, dependable plumbing, HVAC, and electrical solutions to homes and businesses across Salt Lake City, Utah. Website: https://actionplumbing.net/ Follow on Instagram:   / benjordanofficial   Connect on LinkedIn:   / action-plumbing   — Chapters: 00:00 Richard Branson’s people-first leadership 01:07 Action Coaching sponsor message 01:37 Introducing Jeremy Ostermiller 03:17 The wild ODB concert promotion story 11:31 Scaling Altitude Digital 12:36 Building Death Before Decaf 18:41 Awards, community, and company culture 24:37 Richard Branson and Necker Island 28:17 Expanding into music, clothing, and travel 32:30 Entrepreneurial mindset, buying businesses, and building for the long term Stream on Other Platforms: 🎙️ Spotify: https://open.spotify.com/show/38cEQ3Z... 🎧 Apple Podcasts: https://podcasts.apple.com/us/podcast... Connect with Andrew: Follow on Instagram:   / theandrewhathaway   Follow on Facebook:   / bighath33   Follow on TikTok:   / theandrewhathaway   Connect on LinkedIn:   / anhathaway   Hathaway Companies Website: https://hathaway-companies.com/ Virtual Assist Website: https://www.virtual-assist.co/ Freedom AI Website: https://freedom-ai.io/ Connect with Jeremy: Follow on Instagram:   / nevertamedofficial   Connect on LinkedIn:   / jeremyostermiller   Jeremy Ostermiller Website: https://jostermiller.com/ 1️⃣ SUBSCRIBE TO THE CHANNEL 2️⃣ SUBSCRIBE TO ALL STREAMING PLATFORMS 3️⃣ SHARE THIS ON SOCIAL OR WITH A FRIEND #BigHittersPodcast #AndrewHathaway #SuccessMindset #Entrepreneurship #Podcast