Engageware

Chief of Staff

Engageware

full-time

Posted on:

Location Type: Hybrid

Location: Burlington • Massachusetts • United States

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Job Level

Lead

About the role

  • Act as a trusted partner and right hand to the CEO and CFO, helping drive their most important strategic priorities forward
  • Own and manage the CEO's calendar — prioritizing meetings, protecting focus time, and ensuring agenda alignment with company objectives
  • Attend key executive meetings, capture decisions and action items, and drive accountability across the organization for follow-through
  • Prepare executive briefings, board materials, and presentations that communicate complex topics with clarity and precision
  • Support the development and execution of the company's strategic plan, OKRs, and annual operating priorities
  • Coordinate and manage the cadence of Quarterly and Monthly Business Reviews — including agenda development, cross-functional data collection, and post-meeting follow-up
  • Support FP&A activities including financial modeling, scenario analysis, and business case development for strategic initiatives
  • Design and manage internal communication rhythms, ensuring consistent information flow across teams
  • Lead or support special projects and cross-functional initiatives as directed by the CEO or CFO

Requirements

  • Bachelor's degree required; MBA or equivalent graduate degree strongly preferred
  • 5 years of experience in management consulting, investment banking, FP&A, corporate strategy, or a similar analytically rigorous role
  • Experience in the SaaS industry
Benefits
  • Hybrid work arrangement
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
financial modelingscenario analysisbusiness case developmentstrategic planningOKRsdata collectionpresentation preparationexecutive briefingsagenda developmentcross-functional initiatives
Soft Skills
communicationorganizationalleadershipaccountabilitystrategic thinkingcollaborationprioritizationattention to detailproblem-solvingadaptability
Certifications
Bachelor's degreeMBA