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Flex

Chief of Staff (Executive Office) and VP of Strategy & Operations

Flex · New York, NY

Posted about 3 months ago

or apply directly on Flex's site. We never take the application ourselves.

Is this posting real?

This role has been open
80 days
Flex's roles stay open a median of 80 days
Reposted
No
Salary listed
No
8% of Flex's roles list one
Ghost-job risk at Flex
high
48 stale, 0 reposted of 49 open
Hiring momentum
71 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-22

Measured from postings appearing on and disappearing from Flex's own greenhouse board since 2026-08-03. Full hiring picture for Flex.

About this role

In this role as Chief of Staff and VP of Strategy & Operations at Flex, you will partner closely with the CEO and COO to drive the company's strategic initiatives and operational excellence. You will manage high-stakes communications, lead cross-departmental projects, and oversee the performance of the Strategy & Operations team, ensuring alignment and execution of the company's vision. This position requires a strong problem solver who can navigate ambiguity and influence organizational dynamics effectively.

Our read on this posting2.2out of 5
benefits
1/5
freshness
1/5
career value
4/5
role clarity
5/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Flex as an employer.

What you need

  • 15+ years of professional experience in management consulting and/or senior Strategy & Operations, Biz Ops, or Chief of Staff roles at high-growth companies
  • Exceptional ability to work the system and influence up
  • Outstanding written and verbal communication skills
  • Demonstrated AI fluency and ability to leverage AI tools
  • Strong quantitative reasoning and sound commercial judgment
  • Proven team leadership and experience in building high-performing teams

Nice to have

  • Experience in fintech, consumer lending, or payments
  • Familiarity with the operating rhythms of a late-stage growth company

Worth weighing

  • Hybrid position with on-site expectations of 3 days per week in New York Headquarters
  • No specific benefits listed in the posting
  • Compensation is market-based and varies by location, with a significant range for Tier 1 markets

Summarised from Flex's posting. Read the full original.

Listed by Flex on their greenhouse job board, last confirmed open on 2026-10-22. PitchMeAI is not the employer.

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