Sales & Cigars

Sales & Cigars

How do you increase sales in your organization? Host Walter Crosby sits down with cigar in hand and has growth minded conversations proven to boost sales. Crosby sets the table by identifying areas where you can excel by first acknowledging the misunderstandings. Like every great sales person he takes time to reflect, strategize and execute. Sit back, listen in, and puff that cigar because Walter Crosby will light you up!

Recent Episodes

Sales as Service: Why Listening Beats Tactics Every Time
Feb. 24, 2026

Sales as Service: Why Listening Beats Tactics Every Time

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 discussio...
The Approval Trap: Why Being Liked Can Kill the Deal
Feb. 10, 2026

The Approval Trap: Why Being Liked Can Kill the Deal

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 ...
The Hidden Yes: Selling by Removing Resistance, Not Pushing Harder
Jan. 27, 2026

The Hidden Yes: Selling by Removing Resistance, Not Pushing Harder

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 ...
Selling Trust: Entrepreneurship, Ethics, and Disrupting a Broken System
Jan. 13, 2026

Selling Trust: Entrepreneurship, Ethics, and Disrupting a Broken System

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. Al...
What Comedians Can Teach Us About Sales with Kevin Hubschmann
Dec. 30, 2025

What Comedians Can Teach Us About Sales with Kevin Hubschmann

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 li...
Stop Buying Cheap Swag: Branded Merch that Elevates Your Brand with Eric Turney
Dec. 16, 2025

Stop Buying Cheap Swag: Branded Merch that Elevates Your Brand with Eric Turney

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 actua...

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