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054 OpsJobs | The best operator jobs are now AI-native

Author

Scott Amenta
July 23, 2026

Hi there,

This week's board makes the shift hard to miss: the standout operator roles are now AI-native roles. ClickUp is paying $500K–$1M for a COO to build the operational backbone of a $4B AI-native company, OpenAI is hiring someone to run customer learning at global scale, and Shield AI wants a Director of AI Operations & Governance outright.

That's exactly the move we dug into in yesterday's piece on career progression: the operators pulling ahead have stopped being force multipliers and become builders — standing up the workflows, dashboards, and accountability systems their orgs suddenly need.

The Chief of Staff title in particular has never been in higher demand, but demand isn't the same as arrival, and roles like these are priced for the people who've closed that gap.

Read the piece if you're weighing whether your current seat is taking you there — then scroll for this week's roles.

Be the execution-focused partner to the CEO, driving clarity and operational excellence across the executive office. This high-impact role is all about structure, detail, and ensuring nothing falls through the cracks.

💰 Not listed  |  📍 Falls Church, VA

Own the operational backbone of a $4B AI-native company. Build and orchestrate systems at scale, drive accountability, and define the next generation of operations leadership.

💰 $500K–$1M  |  📍 United States

Lead and build OpenAI's global customer learning portfolio, shaping how organizations adopt and use AI at scale. Drive strategy, team development, and measurable impact across enterprise education.

💰 $266K–$300K  |  📍 San Francisco, CA

Be the first full-time growth hire at a profitable AI startup, owning customer acquisition strategy and execution across channels. High-impact, high-autonomy, and direct access to the founder.

💰 $150K–$200K  |  📍 United States

New to the Chief of Staff seat or trying to level up in it? Chief of Staff Fundamentals is our 15-lesson, email-based course covering everything from your first 90 days to leading without authority to planning your next career move.

$49, self-paced over ~4 weeks, plus monthly office hours with former CoS. PRO members get it free.

Chief of Staff Roles

Chief of Staff — Jack & Jill (Cranston AI)
💰 $140K–$200K + Equity  |  📍 San Francisco, CA

Chief of Staff — Arca
💰 $180K–$230K  |  📍 United States

Chief of Staff to the CEO — ClickUp
💰 $175K–$275K  |  📍 United States

Chief of Staff — Hudson Gate Partners
💰 Up to $250K + Equity  |  📍 San Francisco Bay Area

Chief of Staff — LHH
💰 Not listed  |  📍 Atlanta Metropolitan Area

Chief of Staff, Commercial & Industrial — Enpal
💰 Not listed  |  📍 Berlin, Germany

BizOps Roles

Director of AI Operations & Governance — Shield AI
💰 $280K–$420K  |  📍 United States

Manager, Strategy and Operations — brightwheel
💰 $98K–$150K  |  📍 United States

Operations Manager — Careerscape
💰 $85K–$125K  |  📍 Florida, United States

General Manager — SuperDog
💰 Not listed  |  📍 Houston, TX

All Ops Roles

Finance Manager, FP&A Operations — Baker Hughes
💰 Not listed  |  📍 Houston, TX

Finance & Business Operations Lead — Alexander Chapman
💰 Not listed  |  📍 New York City Metropolitan Area

Marketing Lead, Series A — 3Search
💰 Not listed  |  📍 New York City Metropolitan Area

Marketing Lead, US — Tixel
💰 Not listed  |  📍 Los Angeles County, CA

Founding Revenue Operations Manager — Nectar Social
💰 $150K–$185K  |  📍 Palo Alto, CA

Revenue Operations Lead, North America — Nexthink
💰 Not listed  |  📍 Boston, MA

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Get in on the fast track, join our Talent Network

Whether you're actively searching or just open to the right thing, we're building a curated database of Chief of Staff talent to match against roles as they come across our desks. Submit your profile here and we'll reach out when something fits.

Thanks for reading!

Scott
Founder, Operators | LinkedIn