Pie Insurance provides workers’ compensation insurance directly to small businesses. Small business owners can now get a workers' comp quote in 3 minutes — which means getting coverage really is as easy as pie.
Pie Insurance (pieinsurance.com) has 636 customer reviews on Five Star Index, with an average rating of 4.3 out of 5.
Also known as
pieinsurance.com
Website
pieinsurance.com
Category
Administration & Services
Listed on Five Star Index
2026
About these reviews
Replies
The company replied to 91% of reviews.
Latest
Most recent review: October 2026.
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Reviews are shown as their authors wrote them. The company can reply, but cannot edit them.
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Awful company. I can’t believe this is even a legitimate insurance company. We never even needed to use their coverage and it was still the worst experience with an insurance provider our business has ever dealt with. Our audit came back with a President listed that we have absolutely no association with and didn’t know who it was. Then they keep sending us bills that aren’t accurate at all. We dispute the bills but that does t stop them from deducting the money and then sending the bills to collections. They literally owe us money for underexposure but they continue to try to collect these illegitimate bills. Absolute scam of a company.
SE
Selene
I would rate ZERO stars if I could
I would rate ZERO stars if I could.
2 years after my audit they debited my account and didn't acknowledge my methods of contact until a month after my account was debited. Be aware - they keep your banking information and will randomly cash in on an audit they "forgot" about. I will be getting a new account number so these unethical wastes of time can't randomly charge me again just because they feel like it. Easy as pie...? HAH. They'll take your money easy as pie.
TA
Tammy
Awful company
Awful company. Had insurance. Cancelled one auto. It was like pulling teeth to get my credit back. I will be using a new company come renewal time.
Response from Pie InsuranceSep 28, 2026
Tammy, I'd like to dig into your experience to figure out where things went off the rails. Can you share your company name so we can ensure we're looking into the right case?
GG
Geff G.
Terrible
Terrible! We have several properties with policies. When we go to pay online, their system is so antiquated that it insists on only 1 account for email address, We are quickly changing to more user friendly companies.
Response from Pie InsuranceSep 22, 2026
Geff,
I'm sorry you've had a frustrating experience with our online account. I've submitted a ticket with our team to have your 3 accounts linked to a single email address so you can handle everything in one place. You should be hearing from our team as soon as that gets updated. If you need anything else, please don't hesitate to reach out directly to [email protected].
DW
Daniel W.
Search for another carrier before signing on here!
I started this coverage through Paychex and it was terrible all the way through. Both companies played a MAJOR role is my poor experience and I wouldn't recommend either company, but this review is about PIE, so let me get started. I worked with an agent that I quite liked at Paychex. As it turns out, she was probably incompetent. It took a little while to get things going with PIE, eventually, I reached out to them and said when are you going to start charging me? To which they eventually responded (weeks later) that my payment would automatically start being pulled out with my payroll. The problem that NO ONE discussed was I was not a Paychex Payroll customer (despite asking my agent for more information about it from the beginning). SO, they never started coverage and then started to send me messages threatening to cancel my coverage. Mind you they never sent me a bill, not one time, and I asked for a bill to pay. So, I dug around on the cancellation notice and found the bill. It was 50% higher than I was quoted. I asked my agent and she said that PIE decided that if they were going to cover me, they wanted to increase the rates. Again, no one notified me of any of this and if they had my bank account info, they would have just started taking my money without ever getting approval. Now, I am one month into thinking I had workers comp coverage and I just have a much larger than anticipated bill. After reading other reviews, I have decided to just not pay the bill and let the coverage lapse. As they don't communicate with me, I am not going to communicate with them, just let it go. I am sure this will bite me later, but I feel like if I gave them any of my information, they would charge me to kingdom come. Search for another carrier before signing on with this lot. Not worth your energy.
TH
Tim H.
They will scam you!
I applied for workers comp insurance through my payroll software, they must have subcontracted it to pie insurrance.
Theybsent an audit notice after I cancelled the policy, I complied with the audit and paid the increased premium, although they never responded to any of my emails or calls asking for the reasons for the increase.
Since paying the bill, I have not stopped receiving additional invoices for the same bill I paid. It went to collection, and I still can't get a hold of anyone.
I got an email from Leviton Law firm saying they were handling the debt. I sent confirmation of my payment, just like I did to pie, they haven't replied, but did send a letter saying I haven't responded to their and pie's many attempts to resolve it.
I would be sure this was a scam, but both pie and Leviton Law ltd appear to be legitimate companies.
Wish I had a choice in choosing them, but if they become your insurer, make sure you run!!
I've been dealing with this for 6 months, I would definitely just pay it again if I thought they would stop harassing me and my business.
JE
Jenn
Overcharging and underperforming
We had a genuinely frustrating experience with Pie Insurance over a workers' comp audit dispute that I want future small business owners to be aware of.
Our policy auto-renewed without clear consent, and when we tried to cancel it, the process was dragged out for two weeks by Pie's own requirements: they wouldn't process our cancellation request from a business partner because she wasn't a "listed contact," then required us to submit proof of replacement coverage and a signed cancellation form before they would proceed. Only after all of that did they finally confirm the cancellation.
Then came the real bait-and-switch: Pie tried to charge us $906 for that 17-day gap period, caused by their own delays, and justified it three separate ways over the course of one email thread. First it was framed as an additional annual premium. When we pushed back on the math, it became a "minimum premium" required regardless of how short the coverage period was. When we pushed back on that too, it suddenly became a short-rate cancellation penalty that supposedly can't be prorated at all. Three different explanations for the same charge, each one introduced only after we'd shown the previous one didn't hold up.
We offered in writing to return a refund check they'd already issued in exchange for dropping the remaining balance, and they refused. Be cautious with this company, especially around cancellations and audits — get everything in writing and expect inconsistent answers if you push back.
Response from Pie InsuranceSep 18, 2026
Jenn,
Thank you for laying this out in detail, and we’re sorry the renewal, cancellation, and follow-on charge created so much frustration for your business. Inconsistent answers on the same balance aren’t acceptable, and we’d like a billing specialist to walk the math with you side by side.
Please email [email protected] with your policy number (or the legal business name on the policy), the cancellation effective date, and copies of the email thread about the $906 balance if you still have them. We’ll confirm how the charge was calculated, reconcile it against the coverage period and any refund already issued, and give you a clear written answer on next steps.
We appreciate you documenting this so carefully and want to make the resolution as transparent as the experience should have been.
RT
RT
Hidden fees and unhelpful customer support
I paid my policy premium using a debit card, which does not carry a transaction fee. However, I was still hit with an unauthorized 3% credit card processing fee.
When I contacted customer support to get this billing error corrected and requested a refund, they refused to fix it. Very disappointing billing practices and poor customer service. Watch out for unexpected fees on your payments!
Response from Pie InsuranceSep 17, 2026
RT, thank you for taking the time to share this, and we’re sorry for the frustration around your payment.
This isn’t the experience we want for our customers, and we’d like to review the charge on your account with you directly.
Please email us at [email protected] with your policy number (or the business name on the policy) and the date of the payment in question. Our team will look into how the fee was applied, explain what happened clearly, and work with you on the next step if a correction is owed.