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 growth, complexity, and transformation. He has led companies from $10M to $2B+ in revenue, executed and integrated 20+ acquisitions, and delivered sustained ARR and EBITDA expansion for private-equity-backed and public enterprises. This offering is designed for hourly, high-impact advisory sessions focused on executive decision-making, not ongoing execution or project delivery. Michael works with CEOs, CROs, boards, investors, and senior leaders who need experienced operator judgment to de-risk critical decisions and move faster. Typical advisory topics include: • Revenue & GTM Decisions Pricing, segmentation, pipeline health, forecast risk, expansion strategy, and go-to-market tradeoffs. • M&A & Portfolio Strategy Target evaluation, commercial diligence questions, integration risks, and value-creation priorities. • AI, GenAI & Digital Strategy Where AI actually creates enterprise value, how to move from pilots to production, and how to align AI with revenue and operations. • Executive & Organizational Decisions Leadership structure, role clarity, operating cadence, and scale inflection points. Sessions are direct, candid, and outcome-focused, aimed at helping leaders leave with clarity, direction, and next actions. Rate: $1,000​/​hour

Location

USA