---
title: 'Director, Office of the CEO at SageSure'
canonical: 'https://feeny.ai/job/director-office-of-the-ceo-sagesure-mountain-view-sse3q0tbzr3f'
type: 'job'
last_seen: '2026-10-25'
---

# Director, Office of the CEO at SageSure

- **Company:** SageSure
- **Location:** Mountain View, CA
- **Posted:** 2026-10-22
- **Last confirmed live:** 2026-10-25
- **Apply:** https://www.sagesure.com/careers/current-job-openings/?gh_jid=4723035006

## Job description

## Overview

If you're looking for the stability of a profitable, growing company with the entrepreneurial spirit of a startup, we're hiring. SageSure, a leader in catastrophe-exposed property insurance, is seeking a Director, Office of the CEO. This highly visible role is the Chief of Staff's closest partner and direct backup, creating leverage for the CEO by owning a portfolio of the company's highest-priority cross-functional initiatives, running the Office of the CEO's review rhythm, co-leading Board preparation, and turning early ideas into executive-ready outputs. The successful candidate will be a polished, high-EQ operator who combines structured thinking, sound judgment, exceptional communication, and a willingness to personally build the materials and analyses needed to move important work forward. This role requires five days per week on-site in our Mountain View, CA office.

What you'd be doing:

- Own a portfolio of five to seven CEO-priority projects, framing ambiguous problems, building the fact base, developing recommendations, navigating governance, and driving work through implementation and measurable close-out.
- Run the Office of the CEO operating rhythm by managing intake, reviewing deliverables before they reach the CEO, working the review list directly with the CEO, capturing feedback accurately, and ensuring owners close the loop.
- Co-lead SageSure Board preparation, including owning major sections and the production process, harmonizing executive inputs, maintaining version control, reconciling content and numbers, anticipating questions, and tracking follow-ups.
- Serve as the Chief of Staff's direct backup, acting as the CEO's in-person partner when the Chief of Staff is unavailable and keeping decisions, deliverables, and the review rhythm moving without interruption.
- Turn ideas into action by personally building executive-quality presentations, working prototypes, analyses, action plans, CEO speeches, town hall content, and talking points.
- Represent the Office of the CEO professionally and credibly with executives, Board members, investors, reinsurers, carrier and distribution partners, and other senior external stakeholders.
- Drive accountability across senior leaders and functions without relying on formal reporting authority, escalating blockers and ensuring commitments are completed.
- Complete ad hoc projects as they arise and perform other duties needed to help drive SageSure's purpose and fulfill its values.

We're looking for someone who has:

- Approximately seven to ten years of total professional experience, including four to seven years in management consulting, investment banking, or a similarly demanding environment.
- Broader strategy, corporate development, strategic finance, or operating experience that has built strong judgment, executive presence, and the ability to navigate senior stakeholders.
- Demonstrated ownership of complex, ambiguous, cross-functional work with limited direction and clear accountability for results.
- Exceptional PowerPoint and written communication skills, with the ability and willingness to personally create executive-quality materials.
- Strong analytical and problem-solving capabilities, including the ability to build a fact base, synthesize complex information, and translate analysis into clear recommendations and executable plans.
- High emotional intelligence, discretion, responsiveness, and comfort interacting directly with a CEO, Board members, and senior internal and external stakeholders.
- Ability to operate with urgency, manage competing priorities, and maintain accuracy and sound judgment in high-stakes settings.
- Ability to work in the Mountain View office five days per week, respond outside standard business hours when business requirements warrant, and travel periodically for Board and partner meetings.

Highly preferred candidates also have:

- Experience in insurance, reinsurance, financial institutions, or another regulated financial-services environment.
- Experience supporting Board, investor, or other senior external stakeholder materials and interactions.
- Hands-on experience using AI tools to accelerate research, drafting, analysis, and prototyping.

About SageSure:

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed property in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 110 home, flood, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $3.2 billion of inforce premium and helps protect more than 970,000 policyholders.

We have more than 1,000 employees in a distributed workforce environment across 12 offices—Fairfield, CA; Mountain View, CA; Cheshire, CT; Jacksonville, FL; Tallahassee, FL; Tampa, FL; Chicago, IL; Jersey City, NJ; Marlton, NJ; Cincinnati, OH; Houston, TX; Sheboygan, WI—who are tackling the industry’s toughest challenges.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit [sagesure.com/careers](https://sagesure.com/careers/) to find a position for you.

California Applicants: View SageSure’s Workforce Members’ Privacy Notice - [CA Privacy Policy & Notice of Collection](https://acrobat.adobe.com/id/urn:aaid:sc:US:d80b1f35-1798-4f90-b57e-5fefc9fac902)

## About SageSure

## Company Overview
- **One-liner**: SageSure is a managing general underwriter (MGU) specializing in catastrophe-exposed property insurance, providing home, flood, and commercial coverage to homeowners and small businesses in underserved coastal markets.
- **Entity Type**: Private (multiple equity and debt financing rounds; no public ticker)
- **Headquarters**: Jersey City, New Jersey, USA (primary office; also has offices in Cheshire, CT; Chicago, IL; Cincinnati, OH; Houston, TX; Mount Laurel, NJ; Mountain View, CA; Tallahassee, FL)
- **Founded**: 2009 (the company’s predecessor and affiliate, Insight Catastrophe Group, dates to 2005)
- **Founders**: Not publicly disclosed

## Core Business
- Primary industry: Property & Casualty Insurance, specifically catastrophe-exposed residential and commercial property insurance.
- Target customers: Homeowners and small business owners in 16 coastal states; distribution through a network of independent agents and brokers (B2B2C).
- Mission / Purpose: “To meet catastrophe-exposed markets with the discipline and innovation they deserve, and to be the partner our producers, policyholders, and partners turn to first.”

## Products & Services
- **Homeowners Insurance**: Standard and bespoke property coverage for single-family homes in hurricane- and wildfire-prone regions.
- **Flood Insurance**: Policies offered through the National Flood Insurance Program (NFIP) and private flood solutions.
- **Commercial Property Insurance**: Coverage for small businesses in coastal markets.
- **Proprietary Technology Platform**: A cloud-based, data-driven underwriting and quoting platform that enables fast, accurate pricing and a seamless customer experience.

## Market Standing
- **Valuation**: Not publicly disclosed (private company).
- **Key Metric**: Surpassed $3.2 billion in total written premium (as of 2024); over $1 billion of in-force premium.
- **Notable Investors / Partners**: Amwins, Flexpoint Ford (equity investors); SURE (catastrophe bond co-issuer); various highly rated carrier partners.
- **Growth Signals**:
  - Named to the Inc. 5000 list of fastest-growing private companies in America.
  - Closed a $250 million equity financing round from Amwins and Flexpoint Ford.
  - Secured a $50 million expanded revolving credit facility and a $375 million senior credit facility.
  - Closed multiple catastrophe bonds (e.g., $355 million landmark bond, a $100 million second-event bond).
  - Over 1,300 employees across the U.S. (up from ~1,000 in 2022).

## Competitive Advantages
- **Specialization in challenged markets**: SageSure is built to underwrite in catastrophe-exposed regions where many insurers retreat, giving it a unique competitive moat.
- **Multi-carrier platform**: Offers continuous capacity and financial stability through relationships with multiple highly rated carrier partners.
- **Proprietary analytics and technology**: A metrics-driven, cloud-based platform that enables fast quoting, accurate risk assessment, and strong underwriting results.
- **Proven track record**: Three consecutive years named a “Best Place to Work in Insurance” (2020–2022) and consistent underwriting performance awards.

## Strategic Focus
- **Geographic expansion**: Continue entering new coastal states and expanding capacity in existing markets.
- **Product innovation**: Develop new insurance products (e.g., flood, commercial) and leverage data to create differentiated offerings.
- **Technology investment**: Enhance the proprietary platform with automation, real-time data, and seamless integration for agents and policyholders.
- **Talent growth**: Scale the team while maintaining a culture of innovation, collaboration, and inclusion.

## Why Work Here
- **Culture**: Recognized as a Best Place to Work in Insurance for three consecutive years. The company emphasizes a “culture like no other” with collaboration, curiosity, and a supportive, inclusive environment.
- **Remote / Hybrid**: Remote-friendly; employees work from numerous states across the country, with eight physical offices offering amenities like stocked cafés, gyms, and game rooms.
- **Perks**:
  - 401(k) with company match and profit-sharing bonus program.
  - Up to 160 hours of paid time off per year, plus floating holidays and 8 hours of volunteer time off.
  - Gym reimbursement and tuition reimbursement (including licensing and certifications).
  - Comprehensive medical, dental, and vision coverage.
  - Employee assistance program with free counseling.
- **Engineering culture**: Modern tech stack (cloud infrastructure, CI/CD, quality-first approach); metrics-driven decision-making; strong focus on mentoring and professional development.
- **Growth opportunities**: Employees are empowered to define their roles and grow with a fast-scaling company that shares financial success through profit-sharing.

## Sources
1. [sagesure.com](https://sagesure.com/)
2. [sagesure.com/about](https://sagesure.com/about/)
3. [sagesure.com/careers](https://sagesure.com/careers/)
4. [sagesure.com/careers/current-job-openings](https://sagesure.com/careers/current-job-openings/)
5. [sagesure.com/investor-relations](https://sagesure.com/investor-relations/)
6. [job-boards.greenhouse.io/sagesure](https://job-boards.greenhouse.io/sagesure)

## Other roles at SageSure

- [Property Claims Adjuster II](https://feeny.ai/job/property-claims-adjuster-ii-sagesure-remote-1etakt28ecqm)
- [Field Property Claims Adjuster II-Slidell, LA](https://feeny.ai/job/field-property-claims-adjuster-ii-slidell-la-sagesure-remote-61bst8pdqnj7)
- [Underwriting Optimization Analyst Intern](https://feeny.ai/job/underwriting-optimization-analyst-intern-sagesure-cheshire-3ffxxmbdbny8) — Cheshire, CT / Chicago, IL / Tampa, FL
- [Carrier Operations Intern](https://feeny.ai/job/carrier-operations-intern-sagesure-jersey-city-b48dd729636k) — Jersey City, NJ / Mountain View, CA
- [Software Product Management Intern](https://feeny.ai/job/software-product-management-intern-sagesure-chicago-2ccwraxdf345) — Chicago, IL / Jersey City, NJ / Mountain View, CA
- [Software Engineer Intern](https://feeny.ai/job/software-engineer-intern-sagesure-chicago-5cpx3dnz7e5k) — Chicago, IL / Jersey City, NJ / Mountain View, CA
- [Home Services Intern](https://feeny.ai/job/home-services-intern-sagesure-cincinnati-67n0wmqc3pck) — Cincinnati, OH / Jersey City, NJ / Tampa, FL
- [Data Scientist Intern](https://feeny.ai/job/data-scientist-intern-sagesure-cheshire-wq22e8rvpfy5) — Cheshire, CT / Jersey City, NJ
- [Data Science Intern](https://feeny.ai/job/data-science-intern-sagesure-jersey-city-n85tjq2byw2s) — Jersey City, NJ
- [Data Ops Engineer Intern](https://feeny.ai/job/data-ops-engineer-intern-sagesure-cheshire-rbym66536b3c) — Cheshire, CT / Jersey City, NJ