Sales and Cigars

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 sa...

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 imm...

In this episode of Sales & Cigars , Walter Crosby sits down with Matt Haney, fractional COO and integrator, to talk about accountability, visionary entrepreneurs, and what really keeps businesses from scaling. Matt works with founders who have built strong companies but have reached the point where ...

In this episode of Sales & Cigars , Walter Crosby sits down with John Golden, Chief Marketing Strategy Officer at Pipeliner CRM and host of Sales Pop , for a sharp conversation about sales leadership, self-development, business acumen, and what it really takes to stay valuable in sales. John shares ...

Mike Chaput returns to Sales & Cigars to continue the conversation around leadership, culture, and why core values must go far beyond posters on the wall. In this episode, Walter Crosby and Mike dig into the real role values play inside a growing company—and what happens when leaders unintentionally...

Culture Starts With the CEO Episode Description In this episode of Sales & Cigars , Walter Crosby sits down with Mike Chaput of nSight for part one of a three-part conversation on culture, core values, and leadership. Mike shares his entrepreneurial journey—from buying an IT services company at 24, ...

Most CEOs think they have a sales hiring problem, a sales performance problem, or a pipeline problem. But often, the real issue is deeper—and harder to see. In this solo episode of Sales & Cigars , Walter Crosby breaks down one of the most expensive hidden problems in growing companies: a lack of sh...

Bill Blankschaen joins Sales & Cigars to explain why entrepreneurs need a clear origin story, how storytelling builds trust, and why consistent messaging gives companies a real sales advantage. Episode Overview Most companies already have a story. The problem is they are not telling it clearly, cons...

In this episode of Sales & Cigars , Walter Crosby sits down with Darren Mitchell, host of the Exceptional Sales Leader podcast, for a sharp conversation about sales leadership, short-term thinking, and what it really takes to build sustainable sales teams. Darren shares his path from engineering to ...

The Leadership Problem Behind Most Sales Problems In this episode of Sales & Cigars , Walter Crosby sits down with Paul Fuller, Chief Revenue Officer of Membrain, for a deep conversation about sales leadership—and why most sales problems aren't really sales problems. Paul shares insights from decade...

In this episode of Sales & Cigars , Walter Crosby sits down with Matthew Higham from Deksia for a thoughtful conversation about sales as service, culture fit, and what actually creates long-term business growth. The discussion moves well beyond tactics and into how salespeople think, listen, and sho...

In this episode of Sales & Cigars , Walter Crosby sits down with Nick Massaro of Membrane for a candid, no-BS conversation about what actually holds good salespeople back. From early sales foundations and structured training to the mindset traps that quietly derail deals, this episode digs into the ...

Most sales advice focuses on one thing: motivation. More features. More urgency. More discounts. In this episode of Sales & Cigars, Walter sits down with consumer psychology expert Matt Sucha to challenge that assumption—and reveal why buyers often don't need more reasons to say yes… they need fewer...

In this episode of Sales & Cigars, Walter sits down with Alan Ward, CEO of Securely.io, for a thoughtful conversation that spans entrepreneurship, sales, leadership, and the realities of disrupting long-entrenched systems. Alan shares how his worldview shapes the way he leads and sells, why transpar...

What do improv comedy, standup, and high-performing salespeople have in common? More than you think. In this episode of Sales & Cigars, Walter Crosby sits down with Kevin Hubschmann to explore how comedy skills like active listening, adaptability, brevity, and comfort with failure directly translate...

Is your "swag" secretly hurting your brand? In this episode of Sales & Cigars, Walter sits down with Eric Turney from The Monterey Company to talk about why your promo gear should do more than just check a box—it should actually say something about your brand. Eric shares his unconventional path fro...

If you've started a business, you've probably spent more time thinking about growth than your exit. But what if building a sellable business actually makes it a better business right now? In this episode of Sales & Cigars, Walter Crosby sits down with BD Dalton—sales guy turned financial adviser, bu...

Welcome back to Sales & Cigars, the podcast where the only smoke we blow is from cigars. In this episode, Walter sits down with Butch Nicholson, Partner at Fist Bump, to talk about something every seasoned sales professional needs to hear: how to stay relevant and authentic in today's digital world....

Welcome back to Sales & Cigars, the podcast where the only smoke we blow is from cigars. In this episode, Walter sits down with John Kelley—a firefighter, entrepreneur, podcaster, and co-founder of Beefy Marketing—for a powerful conversation about AI, automation, burnout, and what entrepreneurs need...

In this episode of Sales and Cigars, Walter interviews Laura Patterson, founder of Vision Edge Marketing, as they discuss the evolving landscape of search and the importance of being customer-centric in today's market. Laura shares insights into her entrepreneurial journey, emphasizing the significa...