In this episode of RevOps Champions, Brendon Dennewill welcomes Chris Briest, the founder of Mile High AI and a seasoned sales enablement leader, for an engaging discussion about the transformative power of AI in sales organizations. Chris shares his journey from SaaS enablement roles to launching his own consultancy, focusing on practical applications of AI rather than just theoretical potential. The conversation centers on how revenue leaders and individual sellers can leverage AI to differentiate themselves in a competitive market, stressing that the true winners will be those who adopt and effectively use these tools.

A major highlight of the episode is the exploration of personalized outreach at scale. Chris explains how AI, when properly equipped with brand and persona context, can enable reps to perform high-level research and generate tailored messaging faster than ever—reducing prospecting and multithreading time by up to 80%. He provides actionable advice and live demonstrations on integrating custom GPTs and context kits into workflows, making it clear that the goal is to empower reps and streamline processes, not just add another layer of technology. They also tackle the hurdles of change management and adoption, emphasizing the importance of embedding AI seamlessly into existing routines and investing in continuous training.

The conversation wraps up with a call to action for both sales leaders and individual reps. Senior leaders are urged to make decisive moves toward AI adoption, resisting the temptation to let change aversion stall progress, while reps are encouraged to invest in AI fluency as a way to advance their careers and become indispensable. Throughout the episode, Chris and Brendon’s insights provide a roadmap for mid-market and emerging companies to harness the operational and competitive advantages AI offers—driving more relevant outbound activity, stronger conversations, and ultimately greater revenue impact.

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77 | The AI Advantage: Moving Beyond Generic Outreach to Scalable Personalization | Chris Briest

RevOps Champions