Matt Sitter

Matt Sitter


Team Builder

  • Strategic Planning
  • Communications
  • Organization and Operations Design
  • Business Planning and Analytics
  • Team Facilitation
  • Executive and Leadership Coaching

Matt Sitter helps optimize how organizations, leaders, and teams operate. He incorporates the behaviors, techniques, and processes of elite teams to enable better organizational focus, alignment, and communication. In this work, Matt facilitates team integration, strategic planning, talent management, organizational communications, and provides 1-on-1 executive coaching.

His consulting work spans a broad array of industries including Healthcare, Technology, Real Estate Investment, Consumer Products, and Finance.  He has worked with multiple Fortune 500 executive teams, Private Equity firms, startups, and everything in between.

Matt’s experience includes his role as Regional President at the consulting firm, The McChrystal Group and has worked with CrossLead, Inc. since its spinoff from the McChrystal Group. Prior to The McChrystal Group, he led multiple functions in the healthcare industry including Product Management, Marketing, Reimbursement, Software Development, and Analytics at organizations. Matt advises two Digital Health startups in the oncology and dietetics space. Matt is a certified Executive Coach, completed his undergraduate studies at Brown University and received his MBA from Dartmouth College’s Tuck School of Business.


Marketing, Operations, and Product Management


San Francisco


Chief of Staff, COO: Chief Operating Officer, and CSO: Chief Strategy Officer


Consulting, Digital Health, Nonprofit, Real Estate, SaaS, and Software