Chief of Staff
Potrero Hill, San Francisco, CA
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Full Time Senior-level / Expert USD 150K - 220K
Toma
Toma builds personalized AI agents that automate customer communications and operational tasks for automotive dealerships.Toma is the automotive industry’s leading agentic AI workforce, starting with voice AI agents for sales and service call operations. Our voice AI product, built entirely in-house with cutting-edge large language models (LLMs), reaches millions of vehicle owners each month. As the darling startup in the automotive space, we have recently raised our Series A with Andreessen Horowitz and Y Combinator, and are rapidly expanding our customer base.
We're looking for a Chief of Staff to serve as a force multiplier to our CEO and help lead Toma through this next phase of rapid growth, organizational build-out, and market dominance.
About this RoleToma 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.
ResponsibilitiesDrive 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.
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
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
Meaningful equity
Free lunch and dinner in the office
Free health, dental and vision insurance
Generous travel and expense policy
Monthly $200 wellness benefit
The most fun you'll ever have in a tech role
Tags: Consulting Finance HubSpot LLMs OKR
Perks/benefits: Equity / stock options Health care Startup environment Wellness
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