Michael Crowley

About Michael Crowley

Strategic operator and executive partner with deep experience guiding early and growth-stage companies through critical inflection points. Proven ability to translate vision into operational clarity, align cross-functional teams, and drive execution across finance, product, and go-to-market. Trusted by founders and boards for disciplined leadership, strategic planning, and executive communication. Adept at building organizational structure, coordinating priorities, and navigating ambiguity to deliver results. Fluent in leveraging AI tools to accelerate decision-making, improve internal operations, and support executive productivity. Actively incorporate emerging technologies—like ChatGPT, Notion AI, and data visualization platforms—to enhance strategic planning, automate workflows, and optimize communications across functions.​ ​

Experience

1. Consultant

   Greenline

   Jun 2017 — Present · Boston, MA, US

   Serve as a trusted advisor to founders and executive teams, helping early-stage and high-growth companies translate vision into execution. Operate as a de facto Chief of Staff across engagements—prioritizing initiatives, aligning teams, managing cross-functional efforts, and resolving roadblocks.Key Contributions:* Structured executive planning cycles, OKR alignment, and board communications for multiple venture-backed clients* Drove operational clarity by designing scalable processes and reporting frameworks* Advised CEOs on investor relations, organizational design, and critical strategic decisions* Utilize AI-driven tools (e.g, ChatGPT, Notion AI, Google Sheets automation) to streamline planning, communications, and research* Balanced hands-on execution with high-level strategy to accelerate time-to-market and team cohesion

Education

• St. Joseph's College (IN)

  BBA

  1989 — 1993

• University of Michigan

  MBA

  2003 — 2005