Upside Insurance Services

Working with Nathaniel and Bethany has saved our small business a lot of money and made dealing with insurance so much easier. They are always quick to help, responsive, and happy to answer any questions we have. If you’re considering switching insurance providers, you won’t regret giving them a try!

Beth at upside is a exceptional broker, always finding best options and pricing for my business insurances need and very reactive to any question or COI generation I have. I recommended her in the past and I will continue to do so.

I can’t say enough about the outstanding service I received from Bethany who is a Commercial Account Executive at UPSIDE. Even though our company is not a client of hers, she took the time to help me troubleshoot a complicated issue with our Workers’ Compensation insurance. She listened carefully, understood the problem, and guided me on how to get my policy corrected with my current provider. Her professionalism, expertise, and genuine willingness to help—without any obligation—truly impressed me. It’s rare to find someone in this industry who goes above and beyond simply to help a business owner succeed. If you’re looking for an insurance partner who is knowledgeable, responsive, and genuinely cares about their clients, I highly recommend Bethany Gilmore and the UPSIDE team. If I ever

Upside Insurance Services — professional, kind, and focused on doing what’s best for their clients. The team is welcoming, knowledgeable, and incredibly easy to work with. They bring a personal touch that’s nice to work with, and it’s clear they genuinely care about the people they serve. Highly recommend if you’re looking for an insurance company you can trust.

Our family have worked with the Upside Insurance team for years and it has been nothing short of outstanding! Megan Cooper on their team has been such a wonderful support system and is always responsive and helpful when we have questions.