or apply directly on Workstream's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 52 days Workstream's roles stay open a median of 58 days
- Reposted
- No
- Salary listed
- No 34% of Workstream's roles list one
- Ghost-job risk at Workstream
- high 29 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
- 2026-10-24
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.
- 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 2026-10-24. PitchMeAI is not the employer.
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