SHORTList
AI/ML
Fintech/Payments

WithCoverage

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy.

New York· 14 rolesNew York City· 6 rolesRemote· 2 roles · Remote

CORE INFO

$42M
Total Funding
Series B
Round
2023
Founded
51-200
Team Size
New York, NY, USA
Headquarters

WithCoverage is a New York-based company that leverages artificial intelligence to transform risk management and insurance brokerage for fast-growing businesses, offering services like policy analysis and claims management to optimize risk strategies.

  • WithCoverage raised $42 million in a Series B funding round in January 2026, led by Sequoia Capital and Khosla Ventures.finsmes.com
  • The company serves over 550 high-growth businesses across sectors such as technology, consumer packaged goods, hospitality, and defense.finsmes.com
  • The Insurer reported on WithCoverage's aim to disrupt traditional insurance brokerage models using AI.theinsurer.com

WHY WE WOULD WORK AT WITHCOVERAGE

Empowering Client Success

WithCoverage's mission is centered around client success, ensuring that when clients win, the company wins too. This dedication fosters a culture of trust and transparency, making it a rewarding place to work.

Innovative Technology

Utilizing cutting-edge AI, WithCoverage modernizes risk management and insurance brokerage, offering services like policy analysis and claims management that set new industry standards.

Dynamic Team Environment

Join a diverse team of 51-200 professionals who are passionate about transforming the insurance landscape, collaborating with top talent across various sectors.

Transparent Compensation Model

With a flat-fee structure, WithCoverage moves away from traditional commission-based incentives, promoting a fair and transparent compensation model for employees.

Recognized Industry Leader

Having raised $42 million in Series B funding and serving over 550 high-growth businesses, WithCoverage is quickly establishing itself as a leader in AI-driven risk management.

Impactful Work

Contribute to meaningful projects that optimize risk strategies for notable clients like GoPuff and Bombas, making a tangible difference in their business operations.

MARKET AND TRACTION

GROWTH TACTICS

  • WithCoverage has adopted a flat-fee structure, moving away from traditional commission-based incentives to enhance transparency in insurance management.

  • The company leverages AI technology to optimize risk strategies and identify coverage gaps, which appeals to fast-growing businesses across various sectors.

  • WithCoverage aims to disrupt the traditional insurance brokerage model, positioning itself as a modern alternative for risk management solutions.

    • NOTABLE CUSTOMERS

  • WithCoverage serves over 550 high-growth businesses, showcasing its broad market appeal.

  • Notable clients include GoPuff, Blank Street, and Eight Sleep, representing a diverse range of industries such as technology and consumer packaged goods.

  • The company has established a strong presence in sectors like hospitality and defense, further diversifying its customer base.

    • KEY METRICS

    ✦ KEY METRIC
  • Total funding raised by WithCoverage amounts to $42 million in Series B financing as of January 2026.

  • The company was founded in 2023 and has rapidly grown its team to between 51-200 employees.

  • WithCoverage has quickly gained traction, serving over 550 businesses in less than three years since its inception.

    • MARKET POSITION

  • WithCoverage is positioned as a disruptor in the insurance brokerage market, aiming to replace traditional brokers with AI-driven solutions.

  • The company has attracted significant investment from notable venture capital firms, including Sequoia Capital and Khosla Ventures, indicating strong market confidence.

  • Its innovative approach to risk management and transparent pricing model sets it apart from competitors in the industry.

    • SERVICES

  • WithCoverage offers a range of AI-driven risk management services, including policy analysis, claims management, and safety procedure recommendations.

  • The company's digital platform facilitates the management of policies, certificates, claims, and renewals, enhancing operational efficiency for clients.

  • By focusing on optimizing risk strategies, WithCoverage helps businesses identify and address coverage gaps effectively.

    • PRODUCT AND TECH

    AI-Driven Risk Management

    WithCoverage utilizes artificial intelligence to analyze existing insurance programs, identify coverage gaps, and optimize risk strategies, providing businesses with tailored solutions to manage their risks effectively.

    Policy Analysis Services

    The company offers comprehensive policy analysis services that help businesses understand their insurance coverage, ensuring they are adequately protected against potential risks.

    Claims Management Solutions

    WithCoverage provides advanced claims management services that streamline the claims process, making it easier for businesses to navigate and resolve claims efficiently.

    Safety Procedure Recommendations

    The company delivers safety procedure recommendations based on AI insights, helping businesses implement best practices to mitigate risks and enhance workplace safety.

    Flat-Fee Business Model

    Operating on a flat-fee structure, WithCoverage moves away from traditional commission-based incentives, promoting transparency and aligning its success with client outcomes.

    COMPANY CULTURE

    Values

  • Roll Up Your Sleeves: Emphasizes hard work and dedication.

  • When Clients Win, We Win: Focuses on client success as a measure of the company's success.

  • Trust Means Everything: Highlights the importance of trust through transparency and consistency.

    • Operating Principles

  • Leverage AI for innovative solutions.

  • Maintain a flat-fee structure for transparency.

  • Foster collaboration across teams to enhance client service.

    • Benefits

  • Opportunity to work with cutting-edge AI technology.

  • Engage with a diverse range of high-growth clients.

  • Flexible work environment that encourages creativity and innovation.

    • Learning & Growth

  • Continuous training on AI-driven risk management.

  • Opportunities for professional development and career advancement.

  • Regular feedback sessions to support personal and team growth.

    • Team Cadence

  • Weekly team meetings to align on goals and progress.

  • Monthly all-hands meetings to celebrate achievements and share updates.

  • Open-door policy for communication and collaboration.

    • COMPENSATION SNAPSHOT

    D
    Comp score vs cohort
    vs. Data/Analytics · Series B · US
    Based on publicly available compensation ranges from job postings; exact compensation may vary.
    Engineering Managern = 3
    $120K – $150Kmedian $135K
    New York
    US-only in v1 · only categories with n > 2 shown · in-person / hybrid / remote treated separately where n ≥ 3

    HIRING SIGNAL

    24
    Open roles on their careers page
    Snapshot via live ATS poll
    —
    Net new roles in the last 90 days
    Available once weekly history accrues
    90-Day VelocityV2 · BACKFILL
    Trend builds weekly as historical rows accrue
    By Function
    Breakdown of open roles
    Other · 6
    GTM · 9
    Design · 2
    Support · 3
    Operations · 2
    Engineering · 2
    Top Locations
    Where hiring is concentrated
    Remote-eligible postings counted separately
    New York, NY
    8
    New York City
    6
    Remote
    2
    New York, New York, United States, Philadelphia, Pennsylvania, United States
    2
    New York
    1
    Philadelphia
    1
    New York, Philadelphia
    1
    New York, NY, Philadelphia, PA
    1
    SourcesGreenhouseLeverAshbyWorkableSmartRecruitersRipplingRecruiteeFallback · Wellfound, YC Work-at-a-Startup, careers-page scrape

    KEY COMPANY ANNOUNCEMENTS

    Filter
    6 announcements · ranked by importance
    Jan 14, 2026FUNDINGBroker disruptor WithCoverage raises $42m in Series B financing - Reinsurance Newsreinsurancene.ws
    Jan 14, 2026FUNDINGWithCoverage aims to 'replace traditional brokers' after $42 million funding round  | The Insurertheinsurer.com
    Jan 14, 2026FUNDINGWithCoverage Raises $42M in Series B Financingfinsmes.com
    May 4, 2026INTERVIEWWithCoverageyoutube.com
    “they transform the traditional insurance brokerage”youtube.com · May 4, 2026
    Jan 1, 2023PRESSWithCoverage - The Risk Management Solution For Ambitious Businesseswithcoverage.com
    Jan 1, 2023PRESSWith Coverage Stock Price, Funding, Valuation, Revenue & Financial Statementscbinsights.com