Chief of Staff at Toma (W24)
$150K - $220K  •  
AI Workforce for Automotive Dealerships
San Francisco, CA, US
Full-time
Will sponsor
6+ years
About Toma

At Toma, we’re building something unorthodox—a fully AI-driven platform reshaping how 18,000 car dealerships operate nationwide.

Our small team (from ex-Scale AI/Uber founders who’ve never owned cars, to a pro Valorant player, robotics champion, motocross racer, and more) spent months living and breathing dealerships to learn the ropes.

About the role

About this Role

Toma is redefining how car dealerships operate with deeply verticalized AI voice agents that automate and optimize millions of customer conversations. As Chief of Staff to our CEO, you’ll serve as a force multiplier — translating vision into execution, driving operational discipline, and enabling the CEO to focus on what matters most. You’ll sit at the center of product, GTM, people, and finance, helping lead the company through its next chapter of rapid growth, org buildout, and market dominance. This is a unique opportunity for a sharp operator to shape how an applied AI company scales in a $2T industry.

Responsibilities

  • Drive Strategic Alignment: Convert the CEO’s vision into clear priorities, action plans, and execution frameworks across leadership and functions.
  • Orchestrate Leadership Cadence: Design and run executive meetings, offsites, board prep, and cross-functional reviews — ensuring outcomes are data-driven and aligned.
  • Own Company Operating Rhythms: Establish systems for goal setting (OKRs), KPI tracking, business reviews, and reporting that promote clarity and accountability.
  • Enable Internal Communication: Shape company-wide comms including all-hands, CEO updates, and strategy docs that reinforce alignment and mission.
  • Lead Special Projects: Tackle urgent and high-leverage initiatives — from process design to strategic analysis — often acting as an extension of the CEO.
  • Model and Scale Culture: Reinforce the values and behaviors that make Toma fast-moving, dealer-obsessed, and high-performing.

Required Qualifications

  • 5–8+ years in high-growth startups, ideally in Chief of Staff, GM, COO, founder, or strategy/operator roles
  • Proven ability to operate at both strategic and tactical levels — from board meetings to team execution
  • Strong systems thinker with experience building org-wide processes, frameworks, and operating cadences
  • Exceptional communicator across written, verbal, and async formats
  • Demonstrated success influencing cross-functional teams without formal authority
  • High EQ and trusted thought partner — able to earn confidence quickly with executives and team members alike

Preferred Qualifications

  • Experience in a fast pace environment
  • Familiarity with tools like Linear, Figma, Hubspot and modern data/ops stacks
  • Background in management consulting, venture-backed startups, or founder/operator paths
  • Understanding of GTM motions and product development cycles
  • Comfortable navigating ambiguity and biasing toward clarity and action
  • Passion for AI and its role in transforming legacy industries
Technology

We've built our ultra-low latency voice, video, and multimodal APIs in-house and leverage TypeScript and Bun heavily, even for inference.

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