WithCoverage logo
AI/ML
Fintech/Payments
Enterprise SaaS

WithCoverage

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

New York· 11 rolesNew York City· 8 rolesRemote· 1 role · Remote

CORE INFO

$42M
Total Funding
Series B
Round
2023
Founded
~74 employees
Team Size
New York, NY
Headquarters

WithCoverage is a New York-based company that leverages artificial intelligence to modernize risk management and insurance brokerage for high-growth businesses, offering services like policy management and claims tracking to streamline the insurance process.

  • WithCoverage recently raised $42 million in a Series B funding round 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 replace traditional brokers using AI-driven solutions.theinsurer.com

WHY WE WOULD WORK AT WITHCOVERAGE

Mission-Driven Impact

Join a team dedicated to redefining the insurance brokerage industry through AI-driven solutions, ensuring transparency and efficiency for over 550 high-growth businesses.

Innovative Technology

Work with cutting-edge AI technology that transforms risk management, including policy management and claims tracking, making the insurance process seamless for modern enterprises.

Collaborative Culture

Be part of a dynamic team of around 74 employees where hard work and dedication are valued, fostering a culture that emphasizes client success as a shared goal.

Flat-Fee Model

Experience a compensation structure that aligns with client success through a flat-fee pricing model, moving away from traditional commission-based incentives.

Recognized Clients

Contribute to impactful projects for notable clients like GoPuff and Bombas, showcasing the real-world effectiveness of WithCoverage's innovative risk management solutions.

Growth Opportunities

Benefit from a rapidly growing company with plans to expand its product offerings and team, providing ample opportunities for professional development and career advancement.

MARKET AND TRACTION

TOTAL ADDRESSABLE MARKET

  • WithCoverage targets high-growth businesses across various sectors, including Technology, Consumer Packaged Goods, Hospitality, and Defense.

  • The integration of AI in risk management positions WithCoverage to capture a significant share of the evolving insurance brokerage market.
  • NOTABLE CUSTOMERS

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

  • Notable clients include GoPuff, Chomps, Bombas, and Blank Street, reflecting the company's impact across diverse industries.
  • KEY METRICS

    ✦ KEY METRIC
  • Total funding raised amounts to $42 million in Series B financing, indicating strong investor confidence.

  • The company has grown its team to approximately 74 employees since its founding in 2023, demonstrating rapid scaling efforts.
  • GROWTH TACTICS

  • WithCoverage operates on a flat-fee pricing model, moving away from traditional commission-based structures to align better with client success.

  • The company leverages AI technology to streamline policy management and claims tracking, enhancing efficiency and transparency for clients.
  • COMPETITIVE ADVANTAGE

  • By utilizing AI-driven analysis, WithCoverage identifies coverage gaps and optimizes risk management solutions for clients.

  • The company's focus on transparency and client success differentiates it from traditional insurance brokers, positioning it as a disruptor in the market.
  • PRODUCT AND TECH

    AI-Driven Risk Management

    WithCoverage utilizes artificial intelligence to analyze insurance policies and identify coverage gaps, enhancing the risk management process for high-growth businesses.

    Policy Management Solutions

    The company offers a digital platform for managing insurance policies, which streamlines the administration of coverage, renewals, and compliance for modern enterprises.

    Claims Tracking System

    WithCoverage provides a robust claims tracking system that allows clients to monitor and manage their claims efficiently, ensuring transparency and timely resolutions.

    Flat-Fee Pricing Model

    By adopting a flat-fee pricing structure, WithCoverage aligns its incentives with client success, moving away from traditional commission-based models to foster trust and transparency.

    Digital Applications

    The company develops digital applications that facilitate the insurance process, making it easier for businesses to access and manage their risk management needs.

    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

  • Embrace Innovation: Leverage AI to enhance risk management solutions.

  • Client-Centric Approach: Prioritize the needs and success of clients in all operations.

  • Transparency in Communication: Foster open dialogue within teams and with clients.
  • Benefits

  • Competitive Salary: Offers attractive compensation packages.

  • Flexible Work Environment: Supports remote work and flexible hours.

  • Professional Development: Encourages continuous learning and growth opportunities.
  • Team Cadence

  • Agile Collaboration: Regular team meetings to adapt quickly to changes.

  • Feedback Loops: Continuous feedback culture to improve processes and products.

  • Celebrating Wins: Acknowledging team achievements to boost morale.
  • Learning & Growth

  • Ongoing Training: Provides resources for skill enhancement and professional growth.

  • Mentorship Programs: Connects employees with experienced leaders for guidance.

  • Innovation Workshops: Regular sessions to brainstorm and develop new ideas.
  • COMPENSATION SNAPSHOT

    C
    Comp score vs cohort
    vs. AI/ML · Series B · US
    Based on publicly available compensation ranges from job postings; exact compensation may vary.
    G&An = 3
    $140K – $170Kmedian $155K
    New York
    US-only in v1 · only categories with n > 2 shown · in-person / hybrid / remote treated separately where n ≥ 3

    HIRING SIGNAL

    22
    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
    GTM · 13
    G&A · 2
    Support · 3
    Marketing · 2
    Operations · 1
    Engineering · 1
    Top Locations
    Where hiring is concentrated
    Remote-eligible postings counted separately
    New York City
    7
    New York, NY
    5
    New York, New York, United States, Philadelphia, Pennsylvania, United States
    2
    Remote
    1
    New York
    1
    Philadelphia
    1
    St. Louis, MO
    1
    New York City, NY
    1
    SourcesGreenhouseLeverAshbyWorkableSmartRecruitersRipplingRecruiteeFallback · Wellfound, YC Work-at-a-Startup, careers-page scrape

    KEY COMPANY ANNOUNCEMENTS

    Filter
    7 announcements · ranked by importance
    Jan 13, 2026FUNDINGFlat-fee insurance startup WithCoverage raises $42Maxios.com
    Aug 26, 2026INTERVIEWProducers who lost business to WithCoverage now want onto its platform, founders say | The Insurertheinsurer.com
    Feb 27, 2026INTERVIEWEp 143: JD Ross on the New Invention Era & Building with AI in 2026blog.joelonsdale.com
    Jan 13, 2026FOUNDER PROFILEPartnering with WithCoverage: Insurance As It Should Besequoiacap.com
    Jan 13, 2026PRODUCTIntroducing WithCoverage: The first AI-enabled Risk Management Teamwithcoverage.com
    Aug 25, 2026EXEC HIREExclusive: WithCoverage hires former WTW industry specialties head Ryan as insurance president | The Insurertheinsurer.com
    Jan 1, 2024MILESTONEWithCoverage - The Risk Management Solution For Ambitious Businesseswithcoverage.com