Selling Across The Generation Gap

Your sales team isn’t underperforming. They’re just selling from different playbooks. In today’s teams, you’ve got people who built their careers on cold calls, others who’ve never made one, and some who are quietly smashing it through DMs and content. So why are we still trying to coach everyone the same way?

In this fast, practical, and thought-provoking 30-minute session, I’ll explain what’s really going on in multigenerational sales teams and why performance gaps often have less to do with skill and more to do with sales culture, coaching styles, and outdated expectations.

I’ll share how different generations show up in the sales process, what they value when they’re buying and selling, and 5 simple, modern strategy shifts every sales leader should be considering right now. If you’re leading a team that spans Boomers, Gen X, Millennials, Gen Z and soon to include Alphas, this session is 100% for you. Whether you're in recruitment, tech, media, or SaaS, this session will challenge your assumptions and give you a clearer view of unlocking performance across every generation.

Key Takeaways:

1. A better understanding of how each generation sells and what influences their approach
2. Insights into how different generations buy and what they respond to in a sales process
3. 5 practical sales strategy ideas to start rethinking your coaching, outreach, and performance model
4. Why "just pick up the phone" is not a strategy and what to say instead
5. Why Gen Z isn’t a sales problem, they’re a performance opportunity