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Stephen Gregorio

Executive CFO and Board Member specializing in high-growth enterprise software and M&A

Tomorrow.ioBentley UniversityNaples, FL44 Years ExperienceExecutive Level

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Experience

Fractional CFOAdeptmind · Sep 2026 – Presentpart-time
Fractional CFOMetrika · Feb 2026 – Presentpart-time
Board MemberFeedbackNow · Aug 2025 – Presentpart-time
AdvisorTalkingHeads Wireless · Sep 2025 – Presentpart-time
EVP & CFOTomorrow.io · May 2021 – Nov 2023
AdvisorVerse Gaming · Mar 2021 – Presentpart-time
MentorMassChallenge · Jun 2020 – Presentpart-time
EVP & CFODigital.ai · Jun 2018 – May 2021
Board Member/AdvisorFairmarkit · Mar 2018 – Presentpart-time
Audit Committee ChairmanRave Mobile Safety · Jun 2019 – Dec 2022part-time
Board Member/AdvisorOsprey Software · Apr 2019 – Jul 2019part-time
EVP & CFOBlack Duck Software · Jun 2014 – Mar 2018
Chief Financial OfficerDigital Guardian · Jan 2008 – Jan 2014
Chief Financial OfficerInterwise · Jan 2004 – Jan 2008
Chief Financial OfficerExcelergy · Jan 2000 – Jan 2004
Chief Financial OfficerVality Technology · Jan 1997 – Jan 2000
Chief Financial OfficerGensym Corporation · Jan 1988 – Jan 1997

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Education

Bentley Universitybachelor, Accounting (1982)

Awards

  • High Honors - Bentley University

Skills

AccountingAgile PlanningApplication SecurityAudit Committee LeadershipBoard GovernanceCapital Raising (Debt & Equity)Corporate FinanceCPA (Certified Public Accountant)Customer Agreement NegotiationDebt FacilitiesEquity FinancingFacilities ManagementFinancial OperationsGeneral Counsel (acting)HR Management

Languages

English

Certifications

CPA (Certified Public Accountant)

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Typically responds within 24 hours

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Stephen GregorioExecutive CFO and Board Member specializing in high-growth enterprise software and M&A