✨ Rated the best EO Chicago learning event for two years running—EO Talks is back for its third year! This year, we’re raising the bar: amplifying the promise, hitting the 5%, and engaging YOU, the audience, even more. Four of our inspiring members—Julie Hoffman, Erin Huizenga, Nolan Lee, and Hernan Silva—will step into the […]
To grow your business, you need to grow your people. Employee development doesn’t happen in annual reviews—it happens in everyday conversations. This highly interactive 2-hour workshop is designed for members + one key executive to attend together. We will examine The GROWTH Conversation, a simple leadership framework designed to help you use 1:1 meetings more […]
Closeness: A Workshop for Brave Connection Come solo or with your partner—both are equally welcome. In EO we talk about going beneath the surface—fast. That takes courage. This 3-hour, hands-on workshop gives entrepreneurs a safe, energizing place to practice it. You’ll build the skills that create real closeness—trust, self-awareness, clean communication, and shared enjoyment—so you […]
EOA People Learning Day – Build a Stronger Team Scaling a business isn’t just about strategy and numbers—it’s about people. Growth companies rise or fall based on one thing: getting the right people in the right seats. Is your team truly aligned, accountable, and driving results? Step back from working in your business to work on your business. Together, […]
AI is no longer just a competitive edge—it’s becoming the foundation of how modern businesses operate. As technologies like GPT-4o, Gemini, Claude, and AI agents mature, the question is no longer if but how fast companies can evolve into AI-first organizations. The 4th EO Global AI Summit brings together leading minds and forward-thinking entrepreneurs to […]
Tuesday March 17 (St. Patrick’s Day!) 10am-1pm with lunch & happy hour afterwards from 1-2pm Behind the Deal: A Founder & His Investment Banker Deep Dive Tools, insights, and real‑world lessons to prepare you for a future exit Selling a company is one of the most consequential decisions a founder will ever make: emotionally, financially, […]
EO members will lead you through an engaging day to explore and build a strategy for your business focused on people! If 2025/26 is the year you want more cash, clearer strategy, stronger people, and bullet-proof execution, the EO Accelerator curriculum is your roadmap. We’ve packaged the essentials into four seasonal sprints—each one laser-focused on […]
From Operator to Empire: Scaling Yourself Across Multiple Businesses Most entrepreneurs build their first company through grit, hustle, and personal effort—only to eventually hit an invisible ceiling. This two-part EO Member-Led Workshop is designed for founders asking the next question: why and how do I expand beyond a single business? Together, we’ll break down the real strategic reasons entrepreneurs […]
Rediscover WOW | April 29–30 | Grapevine, TX What can 24 hours of WOW do for your business? Join EO Chicago in Dallas for 24 hours of high-impact learning and connection with EO Dallas and fellow Texas chapters. By day, experience authentic Texas networking and collaboration; by night, a private takeover of Meow Wolf Grapevine […]
Don't know what a Hackathon is? You should be here. Full-day, hands-on hackathon built for EO Chicago members who want to stop watching AI from the sidelines and start putting it to work in their business. Forget the lectures and theory — every minute is spent in live demos, guided workshops, and heads-down building […]
YPO Gold Chicago and EO Chicago Mentorship Luncheon We are excited to host the inaugural luncheon presented by the YPO Gold Chicago and EO Chicago Mentorship Committees. During the luncheon, we will present the Mentor of the Year Award, a new recognition honoring a YPO mentor who has made a meaningful and lasting impact within […]
Over the last decade, Bob Casey has launched, invested in, scaled, and exited companies across SaaS, ag-tech, logistics, and real estate. Most notably, Tegus, which grew to $100M+ in ARR before selling for $930M. In this fireside chat moderated by Yan Pesotskiy, Bob will walk through what most founder stories skip: concentration & focus, building the […]
