← All episodes

Episode · Oct 1, 2025

Never Follow A Sales Leader Who Doesn’t Sell (Here’s Why)

Would You Follow A Sales Leader Who Doesn’t Sell? In this episode of Bridge the Gap, we sit down with Dan Lake, Head of Global Sales at ARInsights, to unpack what modern sales leadership actually looks like when the boss still picks up the phone. With 20+ years in the trenches, Dan lives the mantra: “If you lead sellers, you should sell too.” 🔑 Key Highlights

Discussed in this episode

  • How Dan splits time across prospecting demos and enterprise renewals
  • Simple rituals that make remote teams feel connected
  • Turning “tell” into “ask” so reps learn to think
  • Longer cycles, procurement hurdles, and AI review boards
  • Why In-person is still Inbox for Enterprise Sales Cycles Every Time