Michael Fleishman is a CEO- and CRO-level operator with 25+ years of experience scaling SaaS, FinTech, Generative AI, Cloud, and professional services businesses through periods of rapid growth, complexity, and change. He has led organizations from $10M to $2B+, executed and integrated 20+ acquisitions, and driven sustained ARR growth and EBITDA expansion across private-equity-backed and public companies. Michael works in retainer-based, fractional leadership engagements with boards, founders, and executive teams who need senior operating judgment—not theory—during critical growth or transformation phases. Typical engagements include: • Revenue Growth & GTM Architecture Designing and scaling repeatable go-to-market models, improving forecast accuracy, pricing discipline, and execution cadence. • CEO ​/​ CRO Fractional Leadership Hands-on executive support during scale-up, transition, or search periods, with direct involvement in strategy, execution, and leadership alignment. • M&A Strategy, Diligence & Integration Supporting acquisition strategy, commercial diligence, and post-close integration to ensure revenue and margin targets are realized. • Digital, GenAI & Agentic AI Transformation Translating AI from experimentation into production—embedding GenAI and agentic workflows across revenue, operations, and delivery to drive measurable outcomes. • Executive Team & Operating Cadence Alignment Strengthening leadership effectiveness, accountability, and decision-making during high-stakes growth or transformation cycles. Engagements start at $1,000​/​hour, with custom retainers and fractional arrangements available for ongoing leadership roles.

Location

USA