Chief of Staff (Co-CEO)

Applecart

New York, United States Posted September 13, 2026

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Remote Full-time Executive
Salary Range

$150,000 - $200,000

Job Description

Join our team as a Chief of Staff, where you will serve as a strategic partner to our Co-CEO and Co-Founder, Matt Kalmans. In this high-impact role, you will oversee and orchestrate critical initiatives to drive the company's priorities forward. You will work across various strategic functions, including business operations, finance, strategic planning, and revenue enablement. This position requires strong leadership, change management, analytical thinking, and operational acumen. You will act as a trusted extension of the CEO, manage the Office of the CEO, and drive the company-wide goals and annual planning process.

  • Act as a trusted extension of the CEO, making informed decisions, resolving blockers, and maintaining momentum across multiple strategic initiatives.
  • Manage and refine an organizational-wide operating model and cadence that ensures each function’s ability to deliver on their priorities and facilitates effective communication, cross-functional collaboration, and decision-making.
  • Drive the company-wide goals and annual planning process, ensuring alignment with the company's strategic priorities.
  • Experience managing cross-functional teams on multiple high-takes projects simultaneously, while maintaining a cool confidence
  • Demonstrated experience managing high-performing teams with low ego and high EQ
  • Outstanding organizational and analytical ability
  • An excellent sense of humor
  • Strong intellectual curiosity, judgment, and personal integrity
  • 8+ years of client-facing experience working with Fortune 500 companies (e.g. consulting, banking, enterprise sales, etc.)
  • A self-starter who thrives in a fast-paced work environment; identifies opportunities for improvement and takes initiative to drive necessary change
  • Exceptional executive presence, business acumen, and communication skills
Required Skills
business operations strategic planning leadership change management analytical skills operating model communication cross-functional collaboration collaboration decision making B2B sales
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