WithCoverage raises $42M Series B from Sequoia and Khosla to replace traditional insurance brokers.

Thank you for all you do for us at Hungryroot.

Let’s goooooo!!!!!!!!!!! 🚀

Congratulations to Max Brenner and his team at WithCoverage. We've been working with them already and have been very impressed with the responsiveness, attention to detail, and true white glove service. Definitely not the traditional brokerage experience.

Congratulations Max Brenner! Appreciate the savings you found for us here on our first year together and looking forward to what the future brings.

Incredible - well done Max Brenner and the WithCoverage team. Doesn't surprise me in the slightest given how you've helped us at Bluestone Lane 👏👏👏

So excited for you guys. Insurance finally has a disruptor. Using WithCoverage at both Bombas and PairEye Wear and Love working with you guys.

Congrats Max! Appreciate all of your help making our insurance process so much easier at Alec's Ice Cream

Legendary round! Congrats Max Brenner JD Ross! So amazing to see how much progress you've made the last 2 years.

Congratulations Max Brenner. 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. Keep up the great work

Congrats Max Brenner and team! Huge milestone!

Love what you have created - seeing first hand what you have done to help our clients is amazing !

Congratulations Max!!

Congrats Max and team, on the fundraise and the product.

I am a happy multi-time customer and proud seed investor with Anti Fund Jake Paul. Can’t stop amazing execution and customer support and delight. WithCoverage is magic 🪄

BIG Congrats Max Brenner, best in the biz!!

Super exciting and well deserved Max Brenner, looking forward to following you and the team on your journey!

Congrats to Max Brenner and the team ! Big milestone but just the start - we found withcoverage helped us simplify the insurance and underwriting process ! So happy for you guys !

Max Brenner congratulations and thank you for solving a REAL problem! So excited for the future of WithCoverage

Bhat Max Brenner & JD Ross are building is exceptional: fully personalized insurance that’s better, lower cost, and actually built around the customer. That’s a rare trifecta — and a true win-win-win 👏

Congrats Max Brenner!! What an accomplishment and well earned. Grateful for the savings we found at Cheers by switching to With Coverage, and looking forward to continuing the partnership!

Great to see this and congratulations! We have had a great experience working with you over the years and look forward to many more.

Let's go!

Congratulations team! Working with you all has been such a seamless process. Good luck on this next exciting chapter!

Congrats on the raise! It's impressive how you've been able to de-gunk a painful part of running a business. I'm looking forward to watching more of your success in the next few months!

Max, congrats to you, JD, and the rest of the team on this milestone! Our partnership has benefited our business greatly. Keep building!

Anyone who’s dealt with traditional brokers knows how opaque and outdated the process can be. But, WithCoverage is doing the work to bring transparency and real value to a $500B industry that desperately needs it. I’ve watched this team grind from day one, and this milestone feels incredibly well-earned. Big vote of confidence in what they’re building and where they’re headed next. Onward.

Congrats Max Brenner and team! I’m sick I didn't get to invest in your earlier round. WithCoverage is the first real gust of fresh air in an industry that’s been quietly crop-dusting itself forever.

Thank you for being such an exceptional partner - WithCoverage has been incredibly thoughtful, responsive, and reliable to work with. It’s been a pleasure partnering with your team, love the community events you're holding, and exciting to see the impact you’re making.

Congrats Max Brenner and the whole WithCoverage team! You guys are crushing it and have been a great partner for us at Spot & Tango.

Huge congrats to the WithCoverage team!

Huge congratulations to the WithCoverage team on their $42M Series B! I couldn’t be happier for this team and their ability to change an outdated model. Max Brenner & Team, Congrats!

Congrats to Max Brenner and the WithCoverage Team! We started working with them over a year ago, and I was initially hesitant to make the move since my plate is always full and I am very intentional about how I prioritize my time and what I take on. But their dashboard, customer service, and team have been a real game changer. They’ve helped us save both time and money, and made the insurance component of running a business far more manageable and enjoyable.

I couldn’t recommend them more.

Congrats @max. Working with WithCoverage has been amazing. Excited to see the continued success.

Congrats on the raise !

You created something truly differentiated in a space that was stuck in neutral for decades. Thinking outside the box and executing at an insanely high level, not for the faint of heart. This is a moment well deserved and speaking as a customer who switched and stayed, I would absolutely do it all over again.

Congratulations Max and team! Proud to be a partner and advocate of yours! You all are doing a great job and creating a lot of value for all of us.

Congrats Max! You and your team have built an amazing platform, looking forward to what's next.

WithCoverage is going to do what Ramp did to banking and Shopify did to commerce. This is something to watch out for.

Congratulations!

Congratulations on the launch! Excited to be a client and part of this next chapter.

Congrats Max and team!!

Congrats Max Brenner and the entire With Coverage team! You’ve been great partners for Goodles - we appreciate all the support and guidance you’ve provided.

Congrats guys!!

Congratulations Max and team. Exciting things are coming for you in 2026!

So incredible! Huge congrats!!!!!

Congrats Max Brenner!! Working with WithCoverage is a dream!

Amazing, great work, congrats!

You’ve been phenomenal partners to us at Pair, saving us real money and somehow making company insurance feel modern (and even enjoyable).

Been working with Max & the withcoverage team for a while. If you're running a company and are in the process of setting up or re-evaluating your business insurance, you'd be doing yourself a disservice if you're not checking out & chatting with the withcoverage crew.

Congratulations to you and the team Max! We're excited to be partnering with you and looking forward to many more years ahead!

Congrats Max and team on the raise. We are happy customers!

Huge milestone and congratulations!

So cool Max Brenner ! We are loving partnering with you guys - talk about game changing and making life easier !

Congrats, Max. Very well deserved and quite the accomplishment!

Congrats Max Brenner and WithCoverage! Great product and a great team.

Congrats for the huge milestone! We have been happy customers for the past year and we wish you all the best.

Congrats to Max Brenner and the WithCoverage Team! We started working with them over a year ago, and I was initially hesitant to make the move since my plate is always full and I am very intentional about how I prioritize my time and what I take on. But their dashboard, customer service, and team have been a real game changer. They’ve helped us save both time and money, and made the insurance component of running a business far more manageable and enjoyable.

I couldn’t recommend them more.

Huge news from my good friends Max and JD and the whole WithCoverage team 🚀 From the first coffee we had where you guys shared the mission, seen nothing but you guys crush it for every single brand friend you end up working with. Big win for the good guys and can’t wait to see what you do with this firepower!

While they've scaled rapidly and (unsurprisingly) signed on basically every brand on the face of the earth, they haven't let the experience for early customers like myself deteriorate at all — if anything, it's only gotten better. They've upheld every promise, delivered consistently excellent service, and operated with a level of integrity that's changed my reaction to the word ""insurance"" to a 🙂 .

Congrats to Max and team!

Working with Max and the WithCoverage team has been the best experience. Simple platform, COIs issued quickly when I need them, and a dedicated, knowledgeable team ready to help with real expertise in my vertical. Huge congrats again!

Huge congrats to Max Brenner and the whole WithCoverage team! We made the switch and are excited to be part of the future of insurance.

Congrats Max Brenner and team! We are proud customers and excited to see you continue to disrupt the industry.

Congrats Max & the whole WithCoverage team!! This is so incredible & I can't wait to see what comes next for you and the company!!

Congrats on the equity raise and thanks for the savings on this year's renewal! Atypical results in today's marketplace. Looking forward to seeing WithCoverage's rapid growth as people realize that you have a better model than the archaic insurance companies that everyone has used for years!

Congratulations!! Happy WithCoverage customer here! :)

The transition from Stone Age spreadsheets to AI-driven bidding wars is finally here. Honored to be part of the journey!

Congrats Max and Team! Huge milestone and accomplishment. Looking forward to continuing our partnership and growing together

Great work guys, hope to see you continue to scale! We saved a ton of money switching to you guys a few years back :)

Our franchisees are loving the service and savings. Congrats on the success Max Brenner

Congratulations. Max Brenner Justin Shinnick Phil Wilusz We've greatly appreciated all of your support and collaboration.

Congrats! Well deserved Max Brenner. Incredible product, service, and team we’ve been working with for years.

Congrats guys--changing the game by making life better, faster, cheaper for entrepreneurs. Absolute win.

That’s amazing. Congrats!

Well done, Max Brenner!

Congrats Max and the whole team!! huge milestone!! excited for what is to come! from a happy customer :)

Can’t wait to be a customer.

If you're in ecomm/CPG and you're not already working with WithCoverage for your company's insurance needs, you're missing out! Highly recommend them.

We're happy customers of WithCoverage and have consistently been impressed with not just the platform, but the team Max Brenner and Myles Hilliard have built.

Congratulations WithCoverage Team! It has been extremely valuable to be working with you these past couple of years.

Congratulations to you and the entire WithCoverage team! You’ve been great partners to us at DripDrop and we look forward to continuing to work with you.

What a milestone! Great job all and congrats.

Let’s go guys! We’re thrilled to be working with you. Your platform and people are changing the equation.

Amazing Max Brenner! Thrilled to be working through all this with you and Sage Disch….

Congrats team!! Happy we made the switch!

I knew we were being overcharged and the industry was outdated, but didn't find anything better until Max Brenner reached out. We switched, and With Coverage has been awesome to work with. Everything is AI-hyped and usually overpromised, so I don't typically bite. What sold me was they saved us a lot of money, got us better coverage and made my life easier. Big fan now, highly recommend talking to them, and congrats to these guys on the raise.

Business insurance is usually a choose-your-own-nightmare: terrible platforms, opaque pricing, gaps in coverage you only discover when it's too late. At Ghia I started working with the crew at WithCoverage back in '24. They were early-ish but the offering was already deep, and immediately useful. Saved us money, expanded our coverage, and gave us back time. You never get all three. With them, we did.

Huge congrats to a good friend, Max Brenner and the entire WithCoverage team - they've been incredible partners of ours at Pair, saved us lots of money and have somehow managed to make company insurance more fun. Stoked to see how you all continue to innovate in this old, stodgy category!

Congratulations WithCoverage team on the Series B!

Congrats Max Brenner! WithCoverage saves time and money for brands, manufacturers, and investors managing insurance. I cannot recommend them highly enough.

So excited for this announcement! Max Brenner is proof positive that sometimes the good guys DO WIN and CEOs with companies that add real value at a fair price can succeed and raise capital in a very competitive space. WithCoverage has saved us over $100k on insurance, which would impress me by itself, but I have actually been even more blown away by the level of fanatical service they offer. Every interaction with the team is great. I can tell they are energized by the work they are doing. Lots of SMB vendors call themselves your “partner”, but very few of them understand what that means. Max lives it and it shows. Congratulations to the whole team🎉

You got this!

Proud of the WithCoverage team on this milestone! Max, JD and team are incredible to work with (and fellow WashU grads to boot).

Congrats to you and the team Max Brenner!

Amazing - no surprise here. You all have made our lives so much easier at SAUZ!

Congrats! I'm very glad that BEAT THE BOMB is partnered with WithCoverage!

MUSEUM OF ICE CREAM is a happy Withcoverage client! keep coverin us!

What an incredible journey! Congrats Max Brenner and the entire WithCoverage team! We couldn't be happier with our experience and excited to be a part of it! ✨ 🤑

The most impressive number here isn't the $42M. It is the 2,321 customer calls. That obsession with the customer feedback loop is why WithCoverage works. You can't automate trust. You have to earn it one conversation at a time. Well done, Max and team!

Congrats Max Brenner - great to see a killer product and next-level work ethic rewarded. Excited to see how you all continue to shake up the space.

Congratulations Max Brenner - we started using WithCoverage in 2025 and it has been life changing! Appreciate what your team is doing to bring an archaic industry into the current century. Looking forward to seeing what is next!

Awesome news, Max. I've been impressed with the momentum and results you've built in such a short period. Good luck and keep it going!

Huge! Congrats guys.

Congrats to the you all - happy customers and excited to do some events together!

Congrats Max!! Excited to see the platform scale

Congrats, Max! Such an incredible milestone and so well deserved.

JD worked with me at @Addepar out of college and was a key product leader there; glad to be able to partner with him again at WithCoverage.

Congrats Max Brenner and team!

We're proud early partners at Lyra Collective - congrats from all of us!

Congrats Max...it's been great getting to know you and the team over the past few years. Hope to continue our partnership for years to come!!

So happy for Max and the team! Humbled to have played a tiny part in helping them build a model for the new world in an industry stuck with old practices and pricing. The sky is the limit!

Best in the biz! Congrats Max Brenner and team on this accomplishment. Proud to be a client.

Congrats Max! Super impressive and very happy for you. Excited to see your continued growth.

Been a huge help to centralize all of our coverage with you all - thank you Max Brenner and team!!

Congrats Max Brenner!! Wouldn't want anyone else partnered up with The Plug Drink. Thanks for making everything so seamless for us.

Vincent Gandolfo Myles Hilliard and Coverage team, good stuff. WithCoverage has been an awesome and creative partner for us at Cuby.

I get weekly, and sometimes daily... but people never ask me about the legal & risk management. Even though those are things that can easily kill your company. Luckily, now, Max Brenner and his company have a really easy & solid solution for folks to be protected. Also works great for bigger companies, too.

We started using With Coverage at Kate Farms, and they made corporate insurance feel a lot less painful. Max and his team quickly surfaced coverage gaps, tightened things up, and saved us money. It was the only time in my career (across three companies and a lot of renewal cycles) that our year-over-year insurance spend actually went down while our coverage increased. Excited to see the momentum they’ve built over the past few years, and glad to see world-class investors backing what they’re building.

Huge congrats to the WithCoverage team on the $42M Series B 👏 We’ve been impressed by how thoughtfully they’re rethinking insurance brokerage—aligning incentives, using technology to surface real risk gaps, and actually making the experience finally feel like something from this century. Well deserved milestone, and excited to see what’s next.

It's about time this industry is shaken up and there is no one better to do it! Safe to say, insurance can be fun and hassle-free when if you're working with WithCoverage

Congrats to Max Brenner and the team at WithCoverage. Just a great team with a great product. We've been working with them for a while and it's been delightful. Totally upgraded my whole experience with the insurance industry — honestly, I used to dread insurance work. They've made it just so much easier and more enjoyable!