Jeff Ruby

Initiator
DISC Type : Di

Senior Director of Sales at Deel

Detroit Metropolitan Area, United States

Overview

Jeff Ruby is a seasoned SaaS sales leader with over 15 years of experience at high-growth companies like LinkedIn and Hopin. As Senior Director of Sales at Deel, he leads the North American Mid-Market division. He holds a Certificate in Strategy Execution from Harvard Business School and is described by colleagues as supportive, value-driven, and personable.

He is a strong advocate for mentorship and finds immense professional satisfaction in promoting individuals from his team and watching them succeed in new roles. Jeff values genuine human connection and believes that small, thoughtful gestures can have a significant and lasting impact.

Beyond his role at Deel, Jeff is an active advisor and investor for several startups, including Graphio. ai, Valley, and Antler, focusing on their go-to-market strategies.

Personality Overview

Conviction Driven

Impact-Oriented

Friendly Challenger

They respond well to objective pitches but also attach some value to relationships.  They usually prefer to drive the conversation. They measure a product on its merit but can be influenced by strong testimonials.

Topics They Care About

Empowering Salespeople
Believes that if you hire the right talent, leadership's job is to provide space and remove obstacles, not to micromanage or create more noise.
Radical Transparency
Advocates for a leadership style built on trust, where sharing what you don't know is just as important as sharing what you do.
Talent Development
Views promoting a team member, especially into a peer role in another part of the business, as a key and rewarding part of leadership.

Media Appearances

Jeff has no verified media appearances

Work History

1-2026
Senior Director of Sales at Deel
12-2024
GTM Advisor and Investor at Graphio.ai
4-2024 - 1-2026
Director of Sales at Deel
3-2024
GTM Advisor at Valley
8-2023
Advisor at Antler

Education

Education details unavailable from Western Michigan University
Certificate of Strategy Execution from Harvard Business School

More Information

Social Presence :

Prographics :

Exp : 18 Location : Detroit Metropolitan Area, United States Job Level : Senior Designation : Senior Director of Sales at Deel
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Insights For Selling To Jeff

During A Call Or A Meeting

DO's

  • Get them to a point where they are ready to bat for your product internally
  • Acknowledge their status and position during the conversation
  • Refer to testimonials from well known people to highlight the value of your product

DONT's

  • Don’t keep repeating the same information, it could make them impatient
  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Avoid focusing only on the product or its ROI, keep building trust subtly

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jeff is

  • Belief in the value of the product, relationship and a sense of accomplishment matter the most.
  • Will you ever get a clear answer from Jeff

  • They are not shy of saying no if they do not develop trust in your product.

Insights For Deal Planning

    How fast (or slow) will Jeff move?

  • They can take fast decisions if they develop conviction in the product and find you trustworthy.
  • Can Jeff take some risk or not?

  • They have the capability of taking risky decisions if necessary.

You And Jeff

Personality Compatibility


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