Hippo Executive and Leadership Team

June, 2026

Leadership Overview

Hippo has 7 executives leading key functions including strategy, marketing, operations, and people.

Driven by continuous innovation, Hippo is dedicated to modernizing the homeowners insurance experience through digital transformation and proactive risk protection, aiming to simplify property insurance delivery and enhance customer journeys.

Leadership Roles at Hippo

  • President & Chief Executive Officer - Richard McCathron
  • Chief Operating Officer, Insurance - Laura Boettcher
  • President, Reinsurance & Portfolio Management - Jesse Willmott
  • Chief Marketing Officer - Andrea Collins
  • Chief of Staff - Sarah Barrett
  • Chief Revenue Officer - Susan Taing
  • Chief People Officer - Tracy Letzerich
  • Richard McCathron - President & Chief Executive Officer

    Richard McCathron, the President & Chief Executive Officer at Hippo, directs the overarching strategy and operational execution for the technology-enabled insurance group. McCathron guides the company's mission to modernize homeowners insurance by integrating digital innovation with proactive risk protection, ensuring a streamlined online customer journey and personalized coverage solutions. Overseeing the integration of advanced data analytics and underwriting tools, McCathron drives the assessment of property risk and the pricing of policies, focusing on tailoring coverage to contemporary homeowner needs and exposures. This leadership role involves fostering a culture of proactive protection, emphasizing educational resources and risk-reduction tips for policyholders to anticipate loss scenarios and inform accurate premiums. By championing the company's digital transformation, Richard McCathron ensures Hippo maintains its competitive edge in the property insurance market, solidifying its position as a leader in leveraging technology for enhanced customer value and operational efficiency.
    Richard McCathron

    Laura Boettcher - Chief Operating Officer, Insurance

    Laura Boettcher, the Chief Operating Officer, Insurance at Hippo, directs the day-to-day operations of the insurance business, ensuring seamless delivery of modernized homeowners insurance. Boettcher oversees the underwriting, policy administration, and claims processes, focusing on integrating digital innovation and proactive risk protection into every facet of the insurance experience. This leadership position involves optimizing operational efficiency and scalability to support Hippo's direct-to-consumer and broker distribution channels, ensuring a streamlined online customer journey. By leveraging advanced data analytics and underwriting tools, the Chief Operating Officer, Insurance drives accurate property risk assessment and policy pricing, aligning coverage with modern homeowner needs. Laura Boettcher's focus on operational excellence reinforces Hippo's philosophy of proactive protection, enhancing the company's ability to provide personalized coverage solutions and manage loss scenarios effectively, thereby supporting sustained growth and customer satisfaction.
    Laura Boettcher

    Jesse Willmott - President, Reinsurance & Portfolio Management

    Jesse Willmott, the President, Reinsurance & Portfolio Management at Hippo, directs the strategic management of the company's reinsurance programs and investment portfolios. Willmott ensures robust financial stability and risk mitigation for Hippo's technology-enabled insurance operations, safeguarding the company's capacity to offer modernized homeowners insurance. Overseeing the optimization of reinsurance treaties and capital allocation, the President, Reinsurance & Portfolio Management supports the company's growth objectives and its commitment to proactive risk protection. This leadership function involves sophisticated financial modeling and market analysis to secure favorable terms and manage exposure effectively. By strategically managing the company's portfolio and reinsurance relationships, Jesse Willmott plays a crucial role in maintaining Hippo's financial health, enabling the continued delivery of personalized coverage solutions and supporting the long-term vision of simplifying property insurance through innovation.
    Jesse Willmott

    Andrea Collins - Chief Marketing Officer

    Andrea Collins, the Chief Marketing Officer at Hippo, architects the company's comprehensive marketing strategies and brand positioning. Collins drives initiatives to communicate Hippo's unique value proposition—modernizing homeowners insurance through digital innovation and proactive risk protection—to a broad consumer base and independent brokers. Overseeing all aspects of customer acquisition and retention, the Chief Marketing Officer ensures marketing efforts align with the company's goal of simplifying the insurance experience and offering personalized coverage. This leadership position involves leveraging data-driven insights to optimize campaign performance, enhance brand awareness, and foster customer engagement across digital platforms. By developing compelling narratives around Hippo's commitment to proactive protection and educational resources, Andrea Collins strengthens the company's market presence and reinforces its philosophy of anticipating loss scenarios rather than solely reacting to claims, thereby directly supporting revenue growth and market penetration.
    Andrea Collins

    Sarah Barrett - Chief of Staff

    Sarah Barrett, the Chief of Staff at Hippo, provides strategic support and operational oversight across key executive functions. Barrett facilitates the execution of the company's mission to modernize homeowners insurance, ensuring alignment between departmental initiatives and the overarching goals of digital innovation and proactive risk protection. This role involves managing cross-functional projects, optimizing internal processes, and enhancing communication channels between leadership and operational teams. By streamlining workflows and driving efficiency, the Chief of Staff supports the company's commitment to a simplified online customer journey and personalized coverage solutions. Sarah Barrett plays a critical part in translating strategic objectives into actionable plans, ensuring that Hippo's efforts to leverage advanced data analytics and underwriting tools for accurate risk assessment and pricing are effectively implemented across the organization, thereby contributing to the company's overall growth and market impact.

    Susan Taing - Chief Revenue Officer

    Susan Taing, the Chief Revenue Officer at Hippo, spearheads all revenue generation strategies and sales channel development. Taing directs efforts to expand Hippo's market reach, both through its direct-to-consumer online platform and its collaborations with independent brokers, ensuring the company's technology-enabled insurance solutions are accessible. Overseeing sales performance and revenue forecasting, the Chief Revenue Officer drives the adoption of Hippo's modernized homeowners insurance program, emphasizing its proactive risk protection and personalized coverage. This critical role involves analyzing market trends, identifying new growth opportunities, and optimizing the sales funnel to enhance customer acquisition and lifetime value. By fostering strong relationships with distribution partners and ensuring the sales team effectively communicates the benefits of Hippo's digital innovation, Susan Taing directly contributes to the company's financial objectives and its mission to simplify property insurance delivery.

    Tracy Letzerich - Chief People Officer

    Tracy Letzerich, the Chief People Officer at Hippo, leads all human resources functions and talent management strategies, fostering a culture aligned with the company's innovative spirit. Letzerich drives initiatives to attract, develop, and retain top talent essential for advancing Hippo's mission of modernizing homeowners insurance through digital innovation and proactive risk protection. Overseeing employee engagement, organizational development, and compensation strategies, the Chief People Officer ensures that Hippo's workforce is equipped to deliver a streamlined online customer journey and exceptional service. This role is pivotal in cultivating an environment that supports the company's commitment to personalized coverage solutions and proactive protection. By championing employee well-being and professional growth, Tracy Letzerich ensures that Hippo's team embodies the company's values, contributing directly to operational effectiveness and the successful implementation of advanced data analytics and underwriting tools that define the company's market approach.
    Tracy Letzerich

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    Frequently Asked Questions Regarding Hippo Top Executives and Leadership Team

    Who leads Hippo?
    Hippo is led by Richard McCathron (President & Chief Executive Officer), along with executives such as Laura Boettcher (Chief Operating Officer, Insurance) and Jesse Willmott (President, Reinsurance & Portfolio Management).
    Who is part of Hippo’s executive team?
    The executive team of Hippo includes leaders such as Richard McCathron (President & Chief Executive Officer), Laura Boettcher (Chief Operating Officer, Insurance), Jesse Willmott (President, Reinsurance & Portfolio Management) and other senior executives.
    How many executives does Hippo have?
    Hippo has 7 executives leading key business areas.
    What roles are included in Hippo’s leadership team?
    The leadership team of Hippo includes roles such as President & Chief Executive Officer, Chief Operating Officer, Insurance, President, Reinsurance & Portfolio Management, Chief Marketing Officer, Chief of Staff.