Chief of Staff to Founders — Startup Ops

Wakefield

San Francisco (CA)

On-site

USD 150,000 - 230,000

Full time

14 days+

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Benefits offered by this job

Equity

Job summary

Wakefield, an applied research lab focused on AI-native security services, seeks a Chief of Staff to the founders. You will own the motions that run the company: recruiting, partnerships, pricing and contracting, enterprise procurement, the operating cadence, and special projects.

You’ll work directly with the founders to design and hand off processes to agents once they are ready. For exceptional candidates, this role can be Chief of Staff to the founders, in person in San Francisco, building

Qualifications

  • Real operating experience at a fast-growing startup.
  • Built new functions or organizations from scratch.
  • Strong planning, metrics, dashboards, and written decisions.
  • Commercial judgment: pricing, negotiations or deal structuring.
  • You use AI agents daily to automate work.
  • Genuine passion for building scalable company machinery.

Responsibilities

  • The recruiting system end to end: applicant tracking, agency partners, pipeline cadence and network activation.
  • Partnerships and channels that create real distribution.
  • Pricing and contracting: annual agreements priced on what we protect, deal structures and contract terms.
  • Enterprise procurement: security reviews, questionnaires and vendor onboarding with large customers.
  • Operating cadence: planning, weekly goals, dashboards, and board and investor updates.
  • Special projects that don’t fit anywhere yet, from first version to running motion.

Skills

Startup operating experience
Built new functions
Planning & dashboards
Commercial judgment
AI automation

Job description

Wakefield, an applied research lab focused on AI-native security services, seeks a Chief of Staff to the founders. You will own the motions that run the company: recruiting, partnerships, pricing and contracting, enterprise procurement, the operating cadence, and special projects.

You’ll work directly with the founders to design and hand off processes to agents once they are ready. For exceptional candidates, this role can be Chief of Staff to the founders, in person in San Francisco, building

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