Co-founding one of the world’s most successful ad agencies, Anomaly, would be a dream moment for most—but for Jason Deland, it has simply been part of his journey. In this conversation with Ryan, Jason shares how his father’s no-nonsense mantra, “What’s really going on here?”, has fueled his relentless approach to business and beyond. He breaks down the grit and guts behind building one of today’s most iconic agencies—home to groundbreaking campaigns for Budweiser, Beats by Dre, Dick’s Sporting Goods, and Coca-Cola. Despite Anomaly’s continued success, Jason remains in pursuit of personal growth, returning to the classroom for a master’s in sports psychology. Plus, he reveals the job interview rejection that solidified his belief in challenging the status quo and staying true to his convictions.