Mackenzy Deer

Doer
DISC Type : ds

Vice President of Sales at Sales Caddy AI

Boston, Massachusetts, United States

Overview

Mackenzy Deer is the Vice President of Sales at Sales Caddy AI, where he focuses on developing scalable sales strategies and AI-driven workflows. His experience includes global business development and team leadership at Tive Inc. and CINC Systems. He holds a Bachelors degree in Sociology from Eastern Connecticut State University.

He believes sales success comes from strong infrastructure and data-driven systems rather than just effort. He values real conversations and sees the merit in traditional methods like cold calling, challenging the reliance on pure automation. He champions a focus on pipeline quality and high close rates over sheer volume.

Unique fact: Mackenzy didnt consider himself a "classic salesperson" growing up and leverages his different perspective to build connections.

Personality Overview

Results Focused

Long-term Focused

Risk-Accepting

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

Topics They Care About

SDR Infrastructure
Believes that for SDR organizations to succeed, they need a CRM and operating system intentionally designed to produce insights, not just store activities.
Forecast Accuracy
Views accurate forecasting not as a ritual, but as the direct result of a well-built system for coaching behaviors and managing risk within the sales process.
Value of Cold Calling
Advocates for the continued relevance of phone calls in sales, suggesting that teams have wrongly abandoned real conversations in favor of less effective automated noise.

Media Appearances

Mackenzy has no verified media appearances

Work History

3-2024
Vice President of Sales at Sales Caddy AI
11-2021 - 9-2022
Global Business Development Manager at Tive Inc
1-2021 - 11-2021
Team Lead - Business Development at CINC Systems
9-2019 - 11-2021
Team Lead - Business Development at Reveneer
11-2020 - 1-2021
Team Lead - Business Development at Quantum Metric

Education

2011 - 2015
Bachelor's degree from Eastern Connecticut State University

More Information

Social Presence :

Prographics :

Exp : 4 Location : Boston, Massachusetts, United States Job Level : Senior Designation : Vice President of Sales at Sales Caddy AI
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Insights For Selling To Mackenzy

During A Call Or A Meeting

DO's

  • Focus on the results that your product produces, expect some strategic questions in return
  • Stick to your standard pitch and qualifying script, don't try to wing it
  • Ask them at the end if they see a strong value prop in your product; expect an honest answer

DONT's

  • Don't shy away from asking hard questions, but be extra polite
  • Don't get into pricing discussions early on, steer conversation towards proven results
  • Avoid putting conscious effort into relationship-building

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Mackenzy 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 Mackenzy

  • 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 Mackenzy move?

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

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

You And Mackenzy

Personality Compatibility


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