Christina Brady — From Sales Pro to AI CEO Transforming How Teams Learn

Nov 4, 2025

Christina Brady — From Sales Pro to AI CEO Transforming How Teams Learn

Christina Brady is the CEO and Co-Founder of Luster AI, a company focused on helping sales teams succeed by identifying skill gaps and providing personalized training before those gaps affect revenue. With nearly two decades of hands-on sales experience and executive leadership roles at companies like Glassdoor and Groupon, Christina combines deep industry knowledge with a creative approach shaped by her background as an artist and improv performer. She’s well-known for her passion for coaching teams and building strong workplace cultures, making her a respected voice in the world of sales enablement and leadership.

In this episode, Christina dives into how traditional sales training often misses the mark by treating all reps the same, instead of tailoring learning to individual needs. She explains why effective sales are about asking the right questions, truly listening, and adapting to each customer’s situation—something AI can support but never fully replace. Christina also shares how improv techniques build resilience and help salespeople embrace uncertainty, and she stresses the importance of creating a safe environment where reps can learn and grow without fear. Throughout the conversation, she blends practical insights with her unique perspective, showing how a blend of data, empathy, and creativity drives better results for sales teams.

Related

Benjamin Alarie — How AI Is Revolutionizing Tax Research
Benjamin Alarie — How AI Is Revolutionizing Tax Research
Humans & AI Show
Benjamin Alarie is the CEO & Founder at Blue J.
Rajeev Butani — Leading the Shift from SaaS to Outcome-Driven AI Operations
Rajeev Butani — Leading the Shift from SaaS to Outcome-Driven AI Operations
Humans & AI Show
Rajeev Butani is the Chairman & CEO of MediaMint.