# Walter Crosby

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Entrepreneurship, Risk, and the Next Generation of Leaders

In this episode of Sales & Cigars, Walter Crosby sits down with Reed Nyffeler to talk about entrepreneurship, leadership, discipline, and what it takes to build opportunity for the next generation. Reed shares how entrepreneurship runs through his family history—from his great-great-grandfather im…

AI Isn't Coming for You Job. It's Coming for Your Excuses

AI isn't replacing great salespeople—it's exposing average ones. In this solo episode of Sales & Cigars, Walter Crosby explains how to use AI to improve your sales process while doubling down on trust, judgment, and authentic human connection. Episode Overview Artificial intelligence is changing …

Episode 189 – Real Sales Lessons You Can't Ignore | Walter Crosby

In Episode 189, Drewbie Wilson sits down with Walter Crosby to unpack one of the wildest sales stories ever shared on the show—featuring a high-stakes commercial real estate deal that escalated to a gun being pulled mid-meeting. But beyond the shocking story, Walter delivers decades of hard-earned…

Core Values, Accountability, and Getting the Founder Out of Sales

Core values only matter if leaders are willing to use them. In this episode of Sales & Cigars, Walter Crosby sits down with EOS Implementer Jim Coyle to talk about culture, accountability, leadership, and the challenges founders face when trying to step out of the sales seat. Jim shares his journ…

Cigars & Sales: Bridging the Gap Between People & Business | Walter Crosby | Episode 323

40+ years in sales, 13 years building his own sales development company, and a serious love for connections and cigars. Walter Crosby knows a thing or two about bringing people together!   On this episode of The Burn Down Podcast, we sit down with sales veteran, Walter Crosby, an award-winning sa…

Episode 63 - Walter Crosby on Fractional Sales Management

When it's time to improve sales management with an upgrade or a new role, fractional sales management may be the answer - Episode 63 of the Industrial Growth Institute Podcast with  Walter Crosby of Helix Sales Development Summary Walter Crosby joins Ed in the studio this week to delve into the c…

A New Chapter for Sales & Cigars

A New Chapter for Sales & Cigars Sales & Cigars is changing. In this behind-the-scenes episode, Walter Crosby sits down with producer Mark Labriola II to talk about the next chapter of the podcast—and why it was time to make a shift. After years of remote conversations, the show is moving toward…

Beyond the Weeds: Building a Business That Works Without You

What happens when the harder you work, the more trapped you feel inside your own business? Sometimes the problem isn’t a lack of effort—it’s a system that was never designed to support the growth you’re pursuing. In this episode of Elsplend Realities, Walter Crosby, sales strategist and author, exp…

"You're Not for Everybody" with Steve Van Diest

Steve Van Diest joins Walter Crosby to talk about cigars, community, executive coaching, authentic leadership, and why business owners need people who are willing to challenge them. Episode Overview What makes a cigar such a powerful catalyst for conversation? Walter sits down with Steve Van Die…

What Makes an Effective Sales Manager? | 3 Questions with Walter Crosby

What makes a sales manager effective, what does great coaching look like, and why does growth in sales often require getting uncomfortable? Walter Crosby joins Paul Fuller for 3 Questions from The Art & Science of Complex Sales to share his perspective on sales leadership, coaching, and mental toug…