Qumis is a venture-backed vertical AI startup transforming the commercial insurance industry, seeking a Chief of Staff to serve as the operational engine for the CEO.
The role involves managing business operations, financial hygiene, strategic alignment, and company culture, with responsibilities including finance management, revenue operations, compliance, running leadership meetings, deploying OKRs, and overseeing office culture and recruiting.
The position is designed for an ambitious operator with 4–7 years of experience in high-rigor environments, comfortable with data, and based in Chicago.
The role offers a 24-month career accelerant, with significant impact, direct interaction with the CEO, and equity upside.
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Requirements
4–7 years of experience in high-rigor environments (Management Consulting, Investment Banking, or Series A/B Tech Ops)
Willingness to negotiate vendor contracts and manage office logistics
Comfortable in Excel/Sheets, able to build basic models and reconcile reports
Ability to manage finance, revenue cycle, and compliance projects like SOC 2 audits
Strong organizational skills to run leadership meetings, track OKRs, and prepare investor updates
Ability to manage office environment and recruiting processes
Based in Chicago and willing to work in the Chicago office
Low ego and high agency attitude
Data fluency and comfort with financial and operational data
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Benefits
Impactful role with high autonomy and direct interaction with the CEO
Significant equity in a high-growth venture-backed company
Opportunity to learn how a VC-backed company is built from the inside
Potential to develop into a functional specialist or start your own company
Work in a collaborative, high-performance environment