Workstream

Chief of Staff

Workstream · San Francisco

Posted 15 days ago

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

Is this posting real?

This role has been open
15 days
Workstream's roles stay open a median of 21 days
Reposted
No
Salary listed
No
34% of Workstream's roles list one
Ghost-job risk at Workstream
low
4 stale, 0 reposted of 35 open
Hiring momentum
77 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-09-17

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

About this role

The Chief of Staff at Workstream will partner closely with the CEO and executive leadership to drive high-priority initiatives and translate company strategy into actionable plans. This role involves managing cross-functional projects, preparing leadership for key meetings, conducting business analyses, and improving organizational performance. The ideal candidate will thrive in a fast-paced environment, handling multiple initiatives while providing strategic insights and operational support.

Our read on this posting3.2out of 5
benefits
3/5
freshness
4/5
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 Workstream as an employer.

What you need

  • 4–8+ years of experience in strategy, operations, consulting, investment banking, product, or a high-growth technology company
  • Proven track record of owning complex, cross-functional initiatives with measurable business outcomes
  • Exceptional analytical and structured problem-solving skills
  • Ability to quickly understand unfamiliar industries, businesses, and technical concepts
  • Strong business judgment and ability to make decisions with incomplete information
  • Exceptional written and verbal communication skills

Nice to have

  • Experience working directly with a CEO, founder, or executive leadership team
  • Background in management consulting, investment banking, private equity, or venture capital
  • Experience at a high-growth, venture-backed technology company
  • Experience leading strategic planning, annual planning, or company operating processes
  • Exposure to board and investor relations processes

What you get

  • Competitive salary and equity
  • Comprehensive health coverage: medical, dental, and vision. We pay 95% of premiums for employees and 85% for dependents
  • In-office amenities and stocked kitchen
  • 401(k) Plan
  • Flexible PTO

Worth weighing

  • High ownership role that requires comfort with ambiguity and rapid problem-solving
  • Fast-paced startup environment may not suit everyone
  • Role involves significant cross-functional collaboration, which may require navigating complex organizational dynamics

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

Listed by Workstream on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.

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