Creating a Meaningful Life on Your Terms

Episode Promotional Offer: Mile 40 Listeners receive 40% off a first coaching session with Bishoy. Send an email to [email protected] and use the subject "My Comeback Story" to claim the offer.Welcome back to the Mile 40 Podcast! On Episode 169, a milestone for the show, host Bishoy sits down with our first-ever repeat guest, Thomas Obrey, for a raw and insightful conversation about life after stepping away from the relentless grind of building and leading a business. Two years into his sabbatical, Thomas opens up about the unexpected challenges of losing a career-driven identity, the realities of finding purpose outside of work, and the seldom-discussed emotional journey that comes with newfound freedom and reflection.Together, they dive deep into what it really means to start over, the myths surrounding financial success, and the importance of community, mentorship, and optimism—no matter where you are in your career or personal life. From honest stories about confronting loneliness to candid reflections on enduring personal change, Thomas shares wisdom and life lessons that will resonate with anyone facing their own crossroads.Whether you’re contemplating a big transition or just need inspiration to keep moving forward, this episode is a reminder that comebacks truly are always greater than setbacks. Get ready for an authentic, uplifting conversation you won’t want to miss!Thomas Obrey co founded PixelMEDIA, a full service Digital Agency focused on eCommerce, in 1994, and served as its CTO, Managing Partner and Chief Strategist for three decades. As an active practitioner he served as the delivery leader, a collaboration partner, and executive producer to thousands of engagements in the B2C and B2B space.Individually, he has gained national accolades for his work, been published a number of times, awarded for his technology and design work, was a featured speaker at TEDx on Innovation and Collaboration, and served eight+ years on the Salesforce Partner Advisory Board for Commerce Cloud.PixelMEDIA was rebranded as RafterOne in June of 2022, and subsequently purchased by The Interpublic Group in October of 2023. Thomas currently spends his time as an Advisor, Investor and Mentor to people and products within the eCommerce and startup space, and as a Leathersmith.More on Mile 40: ⁠⁠⁠⁠⁠https:mile40podcast.com/⁠⁠⁠⁠⁠ Instagram: @mile40podcast @bishoy_tadros YouTube: https://www.youtube.com/@BishoyTadros