Ryan Staley

Ryan Staley, Founder and CEO of Whale Boss, shares how AI can transform sales roles into more efficient units. He emphasizes the shift from viewing AI as a simple tool to treating it as a digital teammate that can handle multi-step tasks. Ryan explains the importance of creating tailored AI assistants like deal strategy and account research. He also addresses common barriers to AI adoption and strategies to present AI effectively to drive engagement. Finally, he urges leaders to retrain teams urgently to stay competitive in this evolving landscape.

Ryan Staley, Founder and CEO of Whale Boss, dives into the art of closing large deals and speeding up sales cycles. He emphasizes learning from lost deals to improve future wins. Staley advocates for asking strategic questions to gauge where you stand in the sales process. He encourages embracing competitors as an advantage and highlights the importance of fully understanding each step in deal-making to avoid surprises. The discussion also stresses the value of investing in existing customer relationships and leveraging in-person connections.