Stephen Gregorio in

Stephen Gregorio

Trailblazer · DISC type ID
Advisor at Intelligent DataWorks
📍 Naples, Florida, United States

Stephen Gregorio is a seasoned, operationally-focused CFO and CPA with over 30 years of experience in the high-tech sector. He specializes in scaling companies through IPOs, M&A transactions, and significant capital fundraising, having managed finance, legal, HR, and IT teams. He is an alumnus of Bentley University.

Outside of his direct financial roles, Stephen serves as an advisor and board member for multiple technology ventures. His public commentary shows a keen interest in the advancement of cutting-edge technologies like AI-driven weather forecasting and SaaS-based supply chain platforms, highlighting progress made by teams in these fields.

He played an instrumental role in the successful $565M sale of Black Duck Software to Synopsys.

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Experience
7 Years
Current Role
Advisor
Job Level
Leadership
Location
Naples, Florida, United States
Personality Overview

How Stephen shows up

Friendly But Fast
Values Relationships
Assertive

They are not against taking risks and can make tough decisions when required.
 A combination of speed and relationship gets the best response from them. They are more likely to accept new and exciting technologies.

Priorities

Topics Stephen cares about

High-Tech Finance
As a multi-time CFO for tech companies, he has deep experience in fundraising, M&A, and navigating a company through an IPO.
SaaS B2B Platforms
Serves on the board of Fairmarkit, a VC-backed, AI-based SaaS platform focused on optimizing supply chain tail spend for enterprises.
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Career

Work history

5-2025
Advisor
Intelligent DataWorks
2-2025
Fractional CFO
Metrika
11-2024
Financial Advisor
TalkingHeads Wireless
9-2024
Board Member
FeedbackNow
3-2018
Board Member
Fairmarkit
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
1978 - 1982
BS
Bentley University
Social presence
in
Behavioral profile

DISC profile (public)

I

Influence (I)

Influence (I) reflects the degree to which a person prefers to work by influencing or persuading others. Those scoring high tend to be people oriented, motivated by social recognition and building relationships.

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