Plan. Protect. Profit.

Life is Risky. RiskWell.

RiskWell is the most trusted independent insurance agency and risk management consulting firm in the markets we serve. Our office has a major focus on serving real estate investors, privately owned businesses and white collar families and individuals.

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Meet Riskwell

We're on a mission to improve your perception and expectations of your interactions with the insurance industry. Most people hate dealing with insurance. The RiskWell team strives to be the most trusted insurance and risk partner you've ever had. We do this by placing our full focus on your client experience. Your needs are anticipated, your questions are answered proactively, your desired outcomes are delivered by relevant solutions that include quality insurance programs and best-in-class advice from your team of RiskWell Advisors.

Meet The RiskWell Team

Client Endorsements

You can purchase an insurance product anywhere these days. Our full focus is on you having the best experience possible with EVERY RiskWell interaction...before, during and after you choose to do business with us.

The solution RiskWell gave us demonstrated their understanding of our business as well as educating me about some of the risks and costs that should be mitigated. They then gave me a recommendation for all of it. The process was fast, streamlined and perfect.

Woody Huffines

Business Owner, Technology

RiskWell is the best insurance provider I've ever used. James and his team are unbelievable. Streamlined, professional, friendly, honest, responsive and outstanding service.

Pace Morby

Real Estate Investor

When it comes to insurance there’s no one better than RiskWell. I have never found an agency that works harder to understand my needs and protect me on things I wasn’t even aware of.

Adam Buttorff

Business Owner, Roofing

Blog Entries & Announcements

Top 5 Insurance Headaches For Roofing Contractors

By James Jenkins | November 12, 2021

In all my years of business, I’ve never once met a roofing contractor that was happy or eager to talk about their insurance or risk management program. I think we can all agree that most roofing contractors see, at best, insurance as a necessary evil, as an annoyance they’d rather not deal with at all and, at worst, insurance people are crooks. You’ll never get a claim paid and you just shouldn’t trust the insurance industry at all. I don’t know where you fall on the spectrum here, but in this video we’re going to talk about the top five…

Casey Nelson To Join RiskWell As Partner and CTO

By James Jenkins | November 1, 2021

RiskWell is very proud to announce that Casey Nelson has agreed to join our team as a Partner and the first Chief Technology Officer at our company. James Jenkins, Founder and CEO, has known Casey through various professional networking channels since early 2020. Casey will be joining our team at a pivotal point as we complete our third year in operation. The 2022 calendar year will have our company expanding into a fifty state operation. We will also make multiple additional hires and invest six figures into our technology ecosystem and client experience platforms. Additionally, we are able to now…

Open for business in Maryland!

By James Jenkins | May 14, 2021

Our team is proud to announce that we are now able to serve businesses and real estate investors in the state of Maryland. Effective, Monday, May 17th, we are able to write business insurance as well as real estate investor insurance. We are not currently writing personal insurance (homeowners insurance and personal auto insurance) in Maryland.   Our team is a best-in-class provider of risk and insurance solutions for real estate investor insurance in more than 30 states. We look forward to delivering industry leading insurance products to our current and future clients with assets in Maryland. To request your…

Partnership With Obie Finalized

By James Jenkins | April 29, 2021

RiskWell is proud to announce that we have officially partnered with Obie Insurance!  Effective immediately, we will provide risk and insurance solutions for requests that fall outside of Obie core focus of residential properties and portfolios from 1 to 1,000+ units. Our office is already a recognized leader in the markets we serve. This move will better position us for profitable growth and better enable us to meet our target clients. We have been paying close attention to Obie’s entrance into the insurance industry. They are building out a revolutionary product to serve real estate investors across the country. After…

Who We Serve

Experts serving experts. We focus all of our energy on delivering a best-in-class client experience to our current and future clients in the following categories:


Real Estate

Every Asset Class, Any Size Portfolio


Roofers &

Virtually Every Trade, Comprehensive Programs


Healthcare &

Practices, Clinics & Supporting Businesses


Technology &

Hardware, Software, Service, Repair & Consultants

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Schedule your Discovery Call below. We'll get acquainted and work to understand your needs and preferences. Then, we'll build a custom program that protects you, your business, your family, and your livelihood.

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