Josh Dubay

Pioneer
DISC Type : Ids

Head of Sales at Phin Security

Greater Tampa Bay Area, United States

Overview

Josh Dubay is the Head of Sales at Phin Security, where he focuses on helping Managed Service Providers reduce human cyber risk. His background includes enterprise sales roles at AI-focused companies like Eightfold and hireEZ. He holds a bachelors degree from Webber International University.

He holds a Property & Casualty 2-20 certification, an uncommon qualification for a tech sales leader.

Personality Overview

Decisive But Friendly

Friendly But Fast

Driven But Considerate

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

Topics They Care About

Human Cyber Risk
His current role at Phin Security is centered on helping MSPs mitigate cyber threats through scalable Security Awareness Training (SAT).
AI in Talent
His experience at Eightfold and hireEZ, coupled with posts on agentic AI, show a deep interest in AI's application to talent acquisition and management.
Sales Leadership
His career demonstrates a clear trajectory from an account executive to sales director and now Head of Sales, indicating a focus on sales team growth and strategy.

Media Appearances

Josh has no verified media appearances

Work History

2-2026
Head of Sales at Phin Security
2-2025 - 11-2025
Enterprise Sales at Eightfold
9-2022 - 2-2025
Sales Director at hireEZ (previously Hiretual)
1-2022 - 8-2022
Manager, Sales at hireEZ (previously Hiretual)
9-2020 - 12-2021
Strategic Enterprise Account Executive at hireEZ (previously Hiretual)

Education

2002 - 2005
Bachelor from Webber International University

More Information

Social Presence :

Prographics :

Exp : 8 Location : Greater Tampa Bay Area, United States Job Level : Mid-senior Designation : Head of Sales at Phin Security
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Insights For Selling To Josh

During A Call Or A Meeting

DO's

  • Mostly stick to your standard pitch and qualifying script, but add some stories or anecdotes to it
  • During followups, use calls or text if needed, they should be fine
  • Ask them for a lunch or coffee once some rapport has been established

DONT's

  • Don't lean very heavily into providing too much information, sharing whitepapers etc.
  • Don’t hesitate from asking questions or pushing them, but take a formal approach
  • 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 Josh 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 Josh

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

Insights For Deal Planning

    How fast (or slow) will Josh move?

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

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

You And Josh

Personality Compatibility


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