CareerPlan

Chief of Staff to the CTO

Brooklyn, NYFull-time$235k–$285k2026-10-29 → 2026-11-12
Hybrid

Core

Strategic force multiplier for the CTO, owning the operating system, budget, and people planning for the Product/Engineering org while leading the Program Management Office.

Role type

Senior Chief of Staff to the CTO (Product/Engineering)

Builds

The operating cadence, budget, and PMO function for a technical organization serving commercial and government customers.

Domain

Technology / Product Management / Government Contracts

Required skills

Strategic project leadership, Operating cadence management, PMO leadership, Portfolio and delivery ownership, Cross-functional integration, Decision and information flow, Executive communications, People partnership, Finance partnership, Influence without authority, Organizational precision

Preferred skills

Experience with LLMs, agents, evals, or retrieval, Engineering metrics (DORA, SPACE), Trade/supply chain/compliance background

Technologies

LLMs, agents, evals, retrieval, DORA, SPACE

Responsibilities

Lead high-priority critical organizational initiatives; Staff meetings, roadmap planning, portfolio reviews, and leadership offsites; Build and lead a team of technical program managers; Own portfolio view of in-flight programs and customer deliveries; Surface priority collisions and force resolution across sub-teams; Manage decision and information flow to the CTO; Create board and all-hands materials; Run headcount planning, org design, and leveling/comp with People; Own Product/Eng budget and spend with Finance.

Seniority

Senior, hands-on IC