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Michael Fleishman

Executive GTM & Revenue Leader specializing in AI, SaaS, and Digital Transformation

Connecticut, USVenture Builder (VC-Sponsored) | GTM + Commercialization Executive Lead26 years experienceExecutiveSaaSArtificial IntelligenceCloud Computing
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About

Enterprise technology executive (CRO/GM/CEO) with 27+ years as a P&L owner across major global services providers (IBM, Unisys, Virtusa, Cognizant). Recently led a metrics-driven turnaround as CEO of Mastech Infotrellis after integrating three acquisitions and rebuilding GTM. Now exploring an AI Governance/Compliance/Risk-focused venture, potentially via acquiring and reorienting an existing governance business toward AI.

Experience

Venture Builder (VC-Sponsored) | GTM + Commercialization Executive LeadSanctum
CEO - Mastech InfoTrellisMastech InfoTrellis
Head of Digital Transformation Sales (BFS North America) | Cloud, Data & AICognizant
CRO - Ignite Technologies (ESW Capital)Ignite Technologies
Global VP Sales, Security & Service ManagementUnisys
VP Sales, North AmericaVirtusa
Head of North America & CROCyient
Territory Director (CT and Eastern NY)IBM

Education

Rensselaer Polytechnic Institutemaster, Management & Technology
Boston Universitybachelor, Aerospace Engineering

Key Strengths

  • Scaled and turned around services business performance as CEO (utilization 58%→78%, GM 35%→48%, attrition 25%→<9%, EBITDA 9.6%→23%)
  • Post-merger integration of 3 acquired services businesses into a unified operating model
  • Rapid org redesign and execution ('rip the bandaid' transition after planning)
  • Rebuilt sales and marketing function and expanded GTM from MDM to end-to-end data modernization
  • Deep enterprise AI/ML and GenAI expertise (20 years AI/ML; 3 years commercial GenAI/agentic AI)
  • Strong framework for evaluating new ventures (market need, differentiation, ability to execute, autonomy)
  • Structured, resource-efficient GTM approach (ICP, differentiation, alpha/beta references, marketing funnel before scaling sales)

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Languages

English

Skills

AI StrategyAI CommercializationGenerative AIAgentic AIAI/MLDigital TransformationSaaSCloud ComputingData & AnalyticsData EngineeringData ModernizationProfessional ServicesManaged Services (MSP)Go-to-Market (GTM) StrategyCommercialization