The Real Secrets Behind Executive Coaching with Santiago Jaramillo

Santiago Jaramillo, or Santi as his friends call him, has only ever had one boss in his career, back in 2010 when he was an intern at ExactTarget. Since then, he has grown and sold three companies for over $50 million, published a book, and been featured in Inc.’s 30 Under 30 list. From a young age, Santi demonstrated entrepreneurial instincts, starting by selling produce and water around his neighborhood in Colombia. A near-tragic experience prompted his family to immigrate to the United States, where Santi's journey of resilience, hard work, and self-awareness began. Today, he leverages these skills as an executive coach, helping founders and leaders grow their businesses and navigate key life transitions.

Santiago Jaramillo is a visionary serial entrepreneur and technology leader, renowned for his contributions to employee engagement and mobile communication. He founded, scaled, and sold Bluebridge, a mobile app development company, and then focused on Emplify, a market leader in employee engagement, which was acquired by 15Five in 2021 for $50 million. Throughout his career, Santi has been honored with numerous accolades, including recognition in Forbes' 30 Under 30 list and Indianapolis Business Journal's Forty Under 40. His story has been featured in prominent media outlets like Inc., Fast Company, and Forbes. In our conversation, Santi shares his journey to the United States, the importance of spreading love, building focus into daily routines, and cultivating a culture of psychological safety. He also discusses the benefits of hiring an executive coach and the importance of thought leadership for executives.