RAINBOW is a rapidly-growing insurtech company on a mission to revolutionize the insurance industry through proprietary technology and thoughtful, customer-centric solutions. As we continue our expansion with the support of world class investors and industry partners, we are seeking a dynamic and strategic Chief of Staff to support the CEO in scaling the company and driving operational excellence.

About the Role

The Chief of Staff will act as a key strategic partner to the CEO, helping to manage cross-functional initiatives, drive the execution of the company’s strategic priorities, and optimize organizational efficiency. This role will require a combination of leadership, project management, and communication skills to ensure alignment across teams and departments, while enabling the CEO to focus on high-level strategy and external relations, at a company that has achieved strong product market fit with an experienced leadership team. This is a dream job for the right candidate who either hopes to start their own company or scale up within the organization.

What You’ll Do

Work closely with the CEO, founders of the company, and leadership team to develop and execute the company’s strategic roadmap. Translate high-level strategies into actionable plans, ensuring alignment across departments.
Lead and coordinate cross-functional projects, ensuring timely execution and delivery of key initiatives. Track project progress and remove obstacles to ensure success.
Serve as a key advisor to the CEO, providing critical insights and recommendations on both strategic and operational matters. Prepare reports, presentations, and briefs for executive meetings.
Foster strong communication across the organization. Act as a liaison between the CEO and other leaders to ensure that priorities are clear, and teams are aligned.
Identify and implement operational improvements across the company, streamliningprocesses and ensuring scalability as the company grows.
Assist in preparing materials for board meetings and investor presentations. Ensure timely reporting and follow-up on key action items.
Work closely with the executive team to ensure strategic initiatives are being implemented effectively, and provide day-to-day leadership for key operational functions.
Support the CEO in driving a strong company culture, leading initiatives that strengthen employee engagement and alignment with company values.‍

What You Need

Can come into the office on Mondays and Thursdays to work in-person with the CEO.
Experience and comfort working in a very fast-paced startup environment. Strong preference for someone with BizOps experience at a startup, or consulting/banking work experience.
Very strong communication and negotiation skills, with the ability to engage and persuade at all levels of an organization.
Exceptional attention to detail, with a very strong sense of how to professionally handle a wide range of situations working directly with the CEO.
Complete ownership of tasks small and very large, delivering projects while anticipating next steps without waiting to be told what to do.
Excellent organizational and time management skills, with comfortability managing multiple accounts and priorities effectively.
Proficient in Slack and Google Suite (Google Docs, Google Sheets, etc.) with experience creating slide decks, and performing financial analysis. Bonus points for experience with SQL.
A team player with a super positive attitude, high energy, and a commitment to achieving the company's mission.
Proven ability to translate high-level strategies into actionable plans and lead cross-functional initiatives.
Strong background in operations, project management, and process improvement in a scaling company.
Analytical mindset with the ability to solve complex problems and drive change in a fast-paced environment.
Thrives in a dynamic, rapidly evolving environment and can handle ambiguity with ease.

Compensation & Benefits

Competitive salary
Meaningful equity
Health, dental, and vision insurance
401k
Wi-Fi stipend, home office stipend, and commuter stipend

‍How to Apply:

Interested candidates are invited to submit their resume and cover letter to jobs@userainbow.com. Please include "Chief of Staff" in the subject line.

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