Ryan Connolly

Pioneer
DISC Type : dis

Regional Sales Manager at SquareX

Charlotte, North Carolina, United States

Overview

Ryan is a technology sales professional specializing in cloud and cybersecurity services, currently serving as a Regional Sales Manager at SquareX. His expertise is in browser detection and response, built on a foundation from the University of South Carolinas Moore School of Business and roles at firms like Cyberhaven and Arctic Wolf.

He maintains a keen interest in the broader technology and security landscape, actively following developments from key organizations such as the National Security Agency and the technology research firm Gartner. This suggests a passion for the industry that extends beyond his direct professional responsibilities.

While an intern, Ryan took the lead in developing an employee engagement website to promote his companys sports sponsorships.

Personality Overview

Dynamic But Sincere

Decisive But Friendly

Driven But Considerate

They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed  If they are convinced, they can become very strong champions for your product They have the unique ability to win both love and respect from their team (or outsiders)

Topics They Care About

Browser Security
His current professional headline is "Browser Detection and Response, " indicating this is his primary area of focus at SquareX.
Data Lineage & DLP
His role at Cyberhaven centered on data lineage to revolutionize data security, with use cases in Data Loss Prevention (DLP).
Security Operations
At Arctic Wolf, he focused on selling a security operations cloud platform to large enterprises across the Southeast.

Media Appearances

Ryan has no verified media appearances

Work History

9-2025
Regional Sales Manager at SquareX
9-2024 - 9-2025
Enterprise Account Executive at Cyberhaven
2-2021 - 9-2024
Large Enterprise Account Executive at Arctic Wolf
4-2018 - 1-2021
Account Executive at TierPoint
8-2016 - 3-2018
Director of Account Management at Blitz Telecom

Education

2008 - 2012
Bachelor of Science in Business Administration from University of South Carolina
2008 - 2012
Bachelor of Science from MOORE SCHOOL OF BUSINESS, University of South Carolina

More Information

Social Presence :

Prographics :

Exp : 9 Location : Charlotte, North Carolina, United States Job Level : Middle Designation : Regional Sales Manager at SquareX
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Insights For Selling To Ryan

During A Call Or A Meeting

DO's

  • During followups, use calls or text if needed, they should be fine
  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • Keep your pitch focused on the impact but nurture the relationship too

DONT's

  • Don’t be very informal during the early interactions even if they are being so themselves
  • Don't lean very heavily into providing too much information, sharing whitepapers etc.
  • 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 Ryan is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Ryan

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Ryan move?

  • They are generally fast movers and can take quick decisions
  • Can Ryan take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Ryan

Personality Compatibility


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