In the final part of our three-part series, sales coaching legend Gordon Wilson gets personal about what truly motivates him as a coach and shares his unfiltered thoughts on managing younger generations. Discover his "elevator coaching" philosophy, why he prefers questions over statements, and his surprising regret about not starting his own consulting business earlier. This episode delivers raw wisdom from decades of transforming underperforming sales teams.

What You'll Learn:

• Gordon's surprising source of motivation - why helping others succeed fills his cup
• The "elevator coaching" method - meeting people where they are mentally and emotionally
• His lightning-round preferences: mindset vs. product knowledge, framework vs. script, questions vs. statements
• Why Gordon doesn't read sales books (and his reasoning makes perfect sense)
• The infamous "19-year-old employee" story that shows generational workplace challenges
• Gordon's approach to hiring: experienced vs. inexperienced salespeople
• His philosophy on the influences that shape us (plus his addition to the traditional "books, music, people" formula)

Key Takeaways:

• True coaching fulfillment comes from seeing others succeed, not personal achievement
• "Elevator coaching" means adapting your communication to each person's level
• Questions always beat statements in sales and coaching situations
• Don't mess with what already works - protect your successful methods
• Every business owner is ultimately a salesperson, whether they admit it or not
• Authenticity wins over polished presentations every time

Lightning Round Results:

• Mindset vs. Product Knowledge: Mindset wins - attitude and desire to learn beat technical expertise
• Script vs. Framework: Framework - allows flexibility while maintaining structure
• Questions vs. Statements: Questions - you can't help someone without knowing what they need
• Cigars: It's a tie between Ashton VSG and Arturo Fuente Shark

The 19-Year-Old Story:

Gordon shares his most recent "crazy coaching experience" involving a defiant 19-year-old who went from being "offended" by accountability to achieving top performance - before ultimately falling back into old patterns.

Gordon's Biggest Regret:

If he could start over at 32, Gordon would have started his own consulting business helping companies perform better, recognizing that "you can't always help from the inside."

Personal Insights:

• Gordon's unique take on work-life balance and cigar relaxation
• His musical background and preference for smooth jazz
• Why he avoids reading sales books to protect his proven methods
• His addition to the "books, music, people" influence theory: the desire to change

Guest Bio:

Gordon Wilson is a veteran sales coach with over 30 years of experience across multiple industries. He has consistently achieved 100-200% over quota and currently serves as a coach of coaches, specializing in individual development approaches that address both professional and personal growth.

Series Recap:

• Part 1: Why most small business owners struggle transitioning from technician to leader
• Part 2: Managing high-performers and the personal side of professional development
• Part 3: Personal philosophy, generational challenges, and authentic coaching methods

Sponsors:

This episode is brought to you by Wizard Academy (WizardAcademy.org), offering classes like Tower Talks where business leaders can share their expertise from the Wizard Tower's "plaid rug" area of authority.

Free Consultation Offer:

Dennis and Leah offer free 60-minute consultations for small business owners. Contact [email protected] or [email protected].

#SalesCoaching #Leadership #GenerationalDifferences #BusinessPhilosophy #SmallBusiness #TeamManagement #SalesTraining #AuthenticLeadership #BusinessConsulting #ConnectAndConvert