A better solution
that's disrupting
the broken insurance
brokerage industry.

A better solution
that's disrupting
the broken insurance
brokerage industry.

900+ of the fastest growing companies switched to WithCoverage. Here's what they — and the people backing them — had to say when we launched.

900+ of the fastest growing companies switched to WithCoverage. Here's what they — and the people backing them — had to say when we launched.

Backed by

and angels including Roelof Botha, Keith Rabois, Joe Lonsdale, George Robson, Jake Medwell & Jonathan Crystal.

$42M
Series B

900+
Companies Switched

$500B
Industry Reimagined

Introducing WithCoverage
The first AI-enabled Risk Management Team

The $500B insurance brokerage industry is fundamentally broken:

1. Brokers get paid on commission — so they're incentivized to keep your costs high.

2. Brokers are generalists, not specialists in your industry, and leave you with dangerous coverage gaps.

3. The experience lives in the stone age across PDFs, emails and spreadsheets.

WithCoverage fixes this in 3 key ways:

1. We run a bidding war for your insurance, so you pay less. Typical brokers pick two options who pay them most. We put dozens of insurance companies head-to-head to compete.

2. Our AI and experts scan every policy. They find hidden gaps and rank the options by protection, not commission.

3. Our experts execute everything for you. You don't chase your broker. You don't deal with paperwork.

Three years ago I made a gamble deciding to tackle such a regulated and deceptive industry. Everyone told me I was crazy — friends, potential investors, and insurance carriers. I didn't listen.

I've taken 2,321 customer calls, hosted 157 customer dinners, and taken flights to 28 different states to meet our clients.

So far it's paying off. In 18 months, 900+ of the fastest growing companies like GoPuff, EightSleep, and Blank Street switched to us.

The right operator could use this analysis and save 6 figures a year.

A special thank you to our investors: Sequoia Capital, Roelof Botha, George Robson, Khosla Ventures, Keith Rabois, 8VC, Joe Lonsdale, Jake Medwell, Crystal Venture Partners, Jonathan Crystal and so many others.

— JD Ross & Max Brenner

The response from
founders, operators, and investors.

  • I rarely promote products or services we use at Cora, but I've been so impressed with every component of our experience using WithCoverage that I'm happy to share my support and recommendation.

    Morgen Newman
    Co-Founder & CEO · Cora

  • Massive fan of this team. Huge congrats.

    Sean Holladay,
    Founder & CEO · Holladay Ventures

  • Removing the commission-conflict and turning policy selection into a repeatable, auditable process that survives renewals and claims. The hard moat will be carrier trust plus underwriting-grade data and a workflow that proves savings without trading off coverage quality.

    Vaibhav Sharma,
    Founder · Northstar

  • I am a happy multi-time customer and proud seed investor. Can't stop amazing execution and customer support and delight. WithCoverage is magic.

    Geoffrey Woo

    Founder · Anti Fund

  • You created something truly differentiated in a space stuck in neutral for decades. Thinking outside the box and executing at an insanely high level — not for the faint of heart. Speaking as a customer who switched and stayed, I would absolutely do it all over again.

    Gregory Zamfotis
    Founder & CEO · Gregorys Coffee

  • We've been early adopters of WithCoverage for the last couple of years and couldn't be happier customers. One of the most responsive teams we work with. Very transparent and high value add.

    Ismail Salhi
    Co-Founder · Zbooni

  • Let's goooooo!

    Shaun Maguire

    Partner · Sequoia Capital

  • You got this!

    Brian Halligan
    Co-Founder & Chairman · HubSpot

  • This looks like it'll serve a real need. Insurance industry is ripe for disruption.

    Rich Jordan
    Head of Operations · Blank Street

  • Such an impressive platform and investor base. Excited to see the future success.

    Steve Song
    Partner · 8VC

  • You created something truly differentiated in a space stuck in neutral for decades. Thinking outside the box and executing at an insanely high level — not for the faint of heart. Speaking as a customer who switched and stayed, I would absolutely do it all over again.

    Gregory Zamfotis
    Founder & CEO · Gregorys Coffee

  • I rarely promote products or services we use at Cora, but I've been so impressed with every component of our experience using WithCoverage that I'm happy to share my support and recommendation.

    Morgen Newman
    Co-Founder & CEO · Cora

  • Massive fan of this team. Huge congrats.

    Sean Holladay,
    Founder & CEO · Holladay Ventures

  • This looks like it'll serve a real need. Insurance industry is ripe for disruption.

    Rich Jordan
    Head of Operations · Blank Street

  • Such an impressive platform and investor base. Excited to see the future success.

    Steve Song
    Partner · 8VC

  • You got this!

    Brian Halligan
    Co-Founder & Chairman · HubSpot

  • I am a happy multi-time customer and proud seed investor. Can't stop amazing execution and customer support and delight. WithCoverage is magic.

    Geoffrey Woo

    Founder · Anti Fund

  • Let's goooooo!

    Shaun Maguire

    Partner · Sequoia Capital

  • We've been early adopters of WithCoverage for the last couple of years and couldn't be happier customers. One of the most responsive teams we work with. Very transparent and high value add.

    Ismail Salhi
    Co-Founder · Zbooni

  • Removing the commission-conflict and turning policy selection into a repeatable, auditable process that survives renewals and claims. The hard moat will be carrier trust plus underwriting-grade data and a workflow that proves savings without trading off coverage quality.

    Vaibhav Sharma,
    Founder · Northstar

  • You created something truly differentiated in a space stuck in neutral for decades. Thinking outside the box and executing at an insanely high level — not for the faint of heart. Speaking as a customer who switched and stayed, I would absolutely do it all over again.

    Gregory Zamfotis
    Founder & CEO · Gregorys Coffee

  • I rarely promote products or services we use at Cora, but I've been so impressed with every component of our experience using WithCoverage that I'm happy to share my support and recommendation.

    Morgen Newman
    Co-Founder & CEO · Cora

  • Massive fan of this team. Huge congrats.

    Sean Holladay,
    Founder & CEO · Holladay Ventures

  • This looks like it'll serve a real need. Insurance industry is ripe for disruption.

    Rich Jordan
    Head of Operations · Blank Street

  • Such an impressive platform and investor base. Excited to see the future success.

    Steve Song
    Partner · 8VC

  • You got this!

    Brian Halligan
    Co-Founder & Chairman · HubSpot

  • I am a happy multi-time customer and proud seed investor. Can't stop amazing execution and customer support and delight. WithCoverage is magic.

    Geoffrey Woo

    Founder · Anti Fund

  • Let's goooooo!

    Shaun Maguire

    Partner · Sequoia Capital

  • We've been early adopters of WithCoverage for the last couple of years and couldn't be happier customers. One of the most responsive teams we work with. Very transparent and high value add.

    Ismail Salhi
    Co-Founder · Zbooni

  • Removing the commission-conflict and turning policy selection into a repeatable, auditable process that survives renewals and claims. The hard moat will be carrier trust plus underwriting-grade data and a workflow that proves savings without trading off coverage quality.

    Vaibhav Sharma,
    Founder · Northstar

  • You created something truly differentiated in a space stuck in neutral for decades. Thinking outside the box and executing at an insanely high level — not for the faint of heart. Speaking as a customer who switched and stayed, I would absolutely do it all over again.

    Gregory Zamfotis
    Founder & CEO · Gregorys Coffee

  • I rarely promote products or services we use at Cora, but I've been so impressed with every component of our experience using WithCoverage that I'm happy to share my support and recommendation.

    Morgen Newman
    Co-Founder & CEO · Cora

  • Massive fan of this team. Huge congrats.

    Sean Holladay,
    Founder & CEO · Holladay Ventures

  • This looks like it'll serve a real need. Insurance industry is ripe for disruption.

    Rich Jordan
    Head of Operations · Blank Street

  • Such an impressive platform and investor base. Excited to see the future success.

    Steve Song
    Partner · 8VC

  • You got this!

    Brian Halligan
    Co-Founder & Chairman · HubSpot

  • I am a happy multi-time customer and proud seed investor. Can't stop amazing execution and customer support and delight. WithCoverage is magic.

    Geoffrey Woo

    Founder · Anti Fund

  • Let's goooooo!

    Shaun Maguire

    Partner · Sequoia Capital

  • We've been early adopters of WithCoverage for the last couple of years and couldn't be happier customers. One of the most responsive teams we work with. Very transparent and high value add.

    Ismail Salhi
    Co-Founder · Zbooni

  • Removing the commission-conflict and turning policy selection into a repeatable, auditable process that survives renewals and claims. The hard moat will be carrier trust plus underwriting-grade data and a workflow that proves savings without trading off coverage quality.

    Vaibhav Sharma,
    Founder · Northstar

Ready to see what coverage should feel like?

A 20-minute call with our team. We'll audit your current policy and show you what a bidding war looks like.

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