Waylon McGill

Visionary
DISC Type : Ds

Regional Vice President, Mid-Market Canada at Salesforce at Salesforce

Toronto, Ontario, Canada

Overview

Waylon is a Regional Vice President at Salesforce with 15 years of experience building and leading sales teams. Described by others as compassionate, analytical, and empathetic, he has a strong focus on GTM strategy and data-driven decisions. He holds a PhD in Business from the University of Houston.

Outside of his tech career, Waylon is a passionate real estate investor in Ontario, Canada, where he and his wife actively build a business by wholesaling properties. He has appeared on multiple podcasts to share his journey and strategies for growing a real estate portfolio alongside a demanding career.

Unique fact: Waylon authored an article detailing a sales technique he calls a "Jedi Mind Trick" to help prospects quantify their business pain points.

Personality Overview

Big Vision Person

Early Adopter

Direct & Assertive

They are very professional in their approach and can weigh multiple perspectives together.  They exhibit a rare combination of being result-oriented but patient at the same time. Reading between the lines and seeing beyond your words comes naturally to them.

Topics They Care About

AI in Sales
Identifies as an "AI & Tech Enthusiast" and posts about leveraging customer data, showing a clear focus on applying AI to improve sales processes and outcomes.
GTM Strategy
Calls himself a "GTM Nerd" and has extensive experience leading teams to drive sales and achieve significant year-over-year growth, particularly with GTM solutions at Salesforce.
Real Estate Investing
Actively builds a real estate business in Ontario through wholesaling and has been a guest on podcasts to discuss his investment strategies and experiences.

Media Appearances

McGill and Partners first to launch Agentic AI powered by Salesforce. Featured in Insurance-Canada.ca

See Now

Work History

7-2024
Regional Vice President, Mid-Market Canada at Salesforce at Salesforce
7-2023 - 7-2024
Enterprise Account Executive (via WJM Ventures) at SaaStr
1-2023 - 7-2023
Director of Sales - Enterprise at Vendr
10-2022 - 1-2023
Sr. Manager Enterprise Sales at Vendr
1-2022 - 7-2022
Head Of Sales at Plato

Education

Master's degree from Western University
Doctor of Philosophy (PhD) from University of Houston, C.T. Bauer College of Business

More Information

Social Presence :

Prographics :

Exp : 4 Location : Toronto, Ontario, Canada Job Level : Senior Designation : Regional Vice President, Mid-Market Canada at Salesforce at Salesforce
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Insights For Selling To Waylon

During A Call Or A Meeting

DO's

  • Use phrases like 'your team deserves', 'best in class' etc.
  • Suggest clear next steps with confidence, don't be vague or hesitant
  • Stick to your standard pitch and qualifying script, don't try to wing it

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't shy away from asking hard questions, but be extra polite
  • Don't go over them unless you are left with no other option

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Waylon is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Waylon

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Waylon move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Waylon take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Waylon

Personality Compatibility


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