In this episode of The Friday Habit, Mark Labriola II interviews Walter Crosby, CEO of Helix Sales Development, who shares his extensive experience in transforming underperforming sales teams into revenue-generating powerhouses. The conversation covers Walter's journey into sales, the challenges of transitioning from a sales role to business ownership, and the importance of hiring the right salespeople. Walter emphasizes the need for accountability, clear expectations, and effective compensation structures to motivate sales teams, especially during tough economic times. He also discusses the significance of prospecting and how leaders can shift company culture to foster a thriving sales environment.

🧠 Key Takeaways
If your sales stall in a down market, it’s usually a systems problem—not the economy.
Founders must translate their “natural” sales instincts into repeatable messaging.
Hire salespeople who already sell to your buyer—not necessarily your industry.
Comp plans should motivate discomfort, not create complacency.
Activity, accountability, and standards separate real sales teams from lucky ones.

Resources & Links:
Connect with Walter!
LinkedIn:
www.linkedin.com/in/walterlcrosby
Helix Sales:
helixsalesdevelopment.com

Download the free Friday Habit Guide: https://thefridayhabit.com

Chapters

00:49 Introduction to The Friday Habit
01:39 Walter Crosby's Sales Journey
08:28 Transitioning from Sales to Entrepreneurship
13:29 Overcoming Sales Challenges as a Small Business
20:26 Finding the Right Salesperson and Compensation
23:09 Balancing Base Salary and Motivation
26:47 Evaluating Sales Team Performance
27:49 Identifying Sales Team Strengths and Weaknesses
34:47 Coaching vs. Accountability in Sales
37:48 Setting Expectations for Sales Success
45:29 Building a Thriving Sales Culture