Member of Business Staff

Wakefield; San Francisco (CA); On-site; USD 150,000 - 230,000; Full time

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

We find and fix every vulnerability in our customers' applications. When a new AI model is released, we run it against their applications before attackers do, and close what it finds.

About Wakefield

Wakefield is an applied research lab working on AI-native security services. We build security agents and publish how they work. Our methods, benchmark and raw data are public so anyone can check them.

• Source code optional: blackbox agents sign in as every role and test the running app. Whitebox agents read the code on every pull request.

• If Wakefield can't prove it, the customer never sees it: agents replay each finding in a real browser and record it. Then Wakefield writes the fix, ready to open as a pull request, and retests it. We have SLAs for zero false positives.

• One service that replaces DAST, SAST, SCA, SBOM, and the tests companies run in-house or buy in.

The role

Wakefield sells a service, not a tool, to large companies that have never bought anything like it. You'll work directly with the founders to own the motions that run the company, and hand each to an agent once it works: recruiting, partnerships, pricing and contracting, enterprise procurement, the operating cadence, and special projects. For exceptional candidates, this role is Chief of Staff to the founders.

What you'll work on

The following is an illustrative list of areas where you'll build systems from scratch. At any given time, you may own two or three of them:

• 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.

Requirements

• Real operating experience at a fast-growing startup, not just advising

• You've built new functions, motions or organizations from scratch, and built them to keep running without you

• Strong operating fundamentals: planning, metrics, dashboards, written decisions

• Commercial judgment: you've priced, negotiated or structured deals

• You use AI agents every day to automate real parts of your work

• You genuinely care about building the machinery that makes a company run

Nice to have

• A start in finance, consulting or venture, followed by hands-on startup operating

• Experience selling to or working with large enterprises

How we hire

1. Meet the co-founders.

2. A one-week paid trial with us in the office.

3. Offer.

Logistics

• Location: San Francisco, in person. Most of the team is in the office every day.

• Compensation: Competitive salary and meaningful equity.

• Visa: We sponsor visas and support you through the immigration process.