WithCoverage

Backed bySequoia Capital
Total raised$42.0M
StageSeries B
Hiring pace13 roles / 90d
Founded2022
Team size51-200
HQNew York, NY
IndustriesInsurance

About WithCoverage

WithCoverage is redefining risk management for the modern economy by replacing traditional insurance brokerages with an AI-supercharged solution designed for high-growth businesses. Founded by JD Ross, co-founder of Opendoor, and Max Brenner from Bain and Compound, the company combines an elite team of risk advisors, attorneys, and claims professionals with proprietary technology to serve iconic consumer brands, hospitality leaders, contractors, manufacturers, and defense innovators. WithCoverage partners with hundreds of category-defining companies including GoPuff, Eight Sleep, Bombas, and Salt & Straw, operating as a subject matter expert across CPG, restaurants, hospitality, technology, construction, manufacturing, transportation, private equity, and real estate verticals. Backed by over $43 million in funding from Sequoia, 8VC, Khosla Ventures, and Crystal Venture Partners, the approximately 75-person team is headquartered in New York City and plans to expand into medical and data center verticals.

Open positions · 14

New York · On-site · $125-150k

Company at a glance

Location
New York, United States
Investors
8VC ·Crystal Venture Partners ·Khosla Ventures ·Sequoia Capital

Founders & Leadership

JR

JD Ross

Co-founder of WithCoverage, Opendoor

LinkedIn
MB

Max Brenner

Co-Founder & CEO of WithCoverage

LinkedIn
JB

Jerico Brewer

Head of Talent @ WithCoverage

LinkedIn
MH

Myles Hilliard

Co-Founder & Head of Risk Management

LinkedIn
PW

Phil Wilusz

Head of Claims at WithCoverage, Providing a World Class Claims Experience

LinkedIn

Location

About the Team

Team Distribution

  • Operations45%
  • Sales & Business Development21%
  • Engineering14%
  • Leadership10%
  • Specialized5%

Where the Team Studied

  1. 1.Washington University in St. Louis
  2. 2.University of Michigan
  3. 3.Columbia University
  4. 4.University of California, Berkeley
  5. 5.Stanford University

Team Worked At

  • Bain & Company
  • Aon
  • Chubb
  • Vouch Insurance
  • Opendoor

Team Composition

49 people
  • Consulting1 senior11
  • Engineering1 senior9
  • Business Development1 senior6
  • Operations2 senior6
  • Entrepreneurship2 senior2
  • Administrative1
  • Finance1 senior1
  • Human Resources1 senior1

Culture & values

Culture is built around growth, support, and well-being

High-performance, collaborative office environment

Hosts company off-sites and regular team gatherings throughout the year

Believes strongly in internal promotion and lays out career growth plans for everyone

Recently launched first internship program with 8-10 interns, signaling investment in developing talent at all levels

Lean and entrepreneurial environment where team members have significant ownership and autonomy

Rewards self-starters who are comfortable figuring things out and building alongside the company

Fast-growing, tight-knit team of approximately 75 people

Team is passionate about redefining an industry

Founder-led by leaders with proven operational excellence and track record of building at scale

Funding History

Series BJan 2026

$42M

raised

WithCoverage, an AI-enabled risk-management platform, raised a $42M Series B led by Sequoia Capital and Khosla Ventures with participation from 8VC and Crystal Venture Partners.

Sequoia CapitalKhosla VenturesCrystal Venture Partners8VC

Life at WithCoverage

Frequently asked questions

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