Trail of Bits

Computer & Network Security

TechnicalChiefofStaff

$220–350k ~AI est. United States FULL TIME Remote Friendly
The Brief

“Technical Chief of Staff at Trail of Bits. Skills: Strategic initiatives, CEO proxy, Organizational execution. Act as CEO proxy. Attend prep meetings”

Industry & Context.

Computer & Network Security
Problems you'll solve

Root cause analysis

What They're Looking For.

Must Have

8+ years of experience, Engineering or technical foundation, Written and verbal communication, Handle sensitive topics, Represent CEO accurately, Operate as extension of CEO, Low ego, High ownership, Process feedback well, Trustworthy with confidential information

Nice to Have

Scaling frameworks like EOS, Familiarity with scaling frameworks

What You'll Do.

Attend stakeholder conversations

Manage CEO inbound communications

Build accountability systems

Prepare meeting materials

Lead strategic planning

Oversee cross-departmental projects

Coordinate key stakeholders

Take ownership of difficult conversations

Maintain collaborative relationships

Streamline CEO office

Coordinate cross-functional processes

How You'll Work.

Team & Collaboration

Cross-functional processes; Stakeholder conversations

Communication Scope

Written communication; Verbal communication; Handle sensitive topics; Represent CEO

Process & Methodology

Accountability systems, Strategic planning

Free ATS check

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