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.

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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.

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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.

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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.
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Compensation & Benefits

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

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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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