Connor Gallo

Evaluator
DISC Type : dsc

Director of Sales at Proof

Boston, Massachusetts, United States

Overview

Connor Gallo is the Director of Sales at Proof, leading go-to-market functions for the mid-market and commercial segments. A former college football player from Union College, he has a track record of doubling new business revenue and building high-performing sales teams at companies like FINTRX and Klaviyo.

Outside of work, Connor is passionate about translating the discipline and hard work from his 17-year football career into sales. He actively mentors fellow athletes and military veterans, helping them transition into successful careers in the tech industry through organizations like Shift Group.

He was inducted into his hometowns Hall of Fame for undefeated youth football and basketball teams and once threw a touchdown pass to his brother in college.

Personality Overview

Fast But Analytical

Quality Focused

Hard To Convince

They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical  They are not very likely to become strong advocates of your product or service They focus on the results, but can still be quite procedural and analytical about how to get there

Topics They Care About

Sales Coaching
He discusses coaching systems on podcasts, believing practice should be harder than a live call and that discipline is key for consistent top performers.
Go-to-Market Strategy
He leads the GTM function at Proof and previously designed a playbook at FINTRX that doubled new business revenue year-over-year.
Athlete Career Transitions
As a former college quarterback, he is passionate about helping athletes and veterans translate their discipline and work ethic into successful sales careers.

Media Appearances

The Disciplined Sales Pro – Connor Gallo (Episode featuring Director of Sales at Proof). Featured in Apple Podcasts

See Now

Work History

3-2025
Director of Sales at Proof
6-2023 - 3-2025
Director of Sales, Enterprise at FINTRX
6-2023 - 3-2025
Director of Sales at FINTRX
2-2022 - 6-2023
Sr. Sales Manager at Klaviyo
12-2019 - 1-2022
Sales Manager at Klaviyo

Education

2008 - 2012
Environmental Law from Union College

More Information

Social Presence :

Prographics :

Exp : 13 Location : Boston, Massachusetts, United States Job Level : Mid-senior Designation : Director of Sales at Proof
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Insights For Selling To Connor

During A Call Or A Meeting

DO's

  • Help them see both - the ‘big picture’ impact and the ROI of the investment
  • Help them weigh the risks by sharing objective proof points instead of anecdotes and examples
  • Be prepared for comments or questions that are critical of your product or your claims

DONT's

  • Avoid self-deprecating references or general informality, it could decrease their trust in you
  • Don’t nudge them to do something by using the logic that others have done the same
  • Don’t focus on relationship, focus purely on the merit of your product

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Connor is

  • ROI matters the most to them, followed by process and finally proof of results
  • Will you ever get a clear answer from Connor

  • They might hesitate a little, but will go ahead and say no when necessary (or asked)

Insights For Deal Planning

    How fast (or slow) will Connor move?

  • They are unlikely to move very fast, especially when it comes to new products or services
  • Can Connor take some risk or not?

  • They have relatively low risk-appetite and are not very likely to go for something unproven and risky

You And Connor

Personality Compatibility


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