Life Is Risky. RiskWell.

We help businesses and real estate investors get better prepared for the threats and dangers you face. Risk management and insurance can be confusing and frustrating. We're on your team, bringing the right advice, programs and solutions to help you risk... well.

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Why RiskWell?

Risk is an unavoidable fact of life. It's everywhere. Every moment of every day, every person interacts with risk and makes decisions that have positive and negative consequences. RiskWell exists to help our clients better understand risk and become better equipped to proactively address the threats and hazards you face.

The right insight or advice at the right time can have a massive positive impact on your exposure to risk and your probability of loss. That's why we're unique among our peers in the insurance industry. We combine thoughtful questions, relevant advice and quality insurance programs to deliver maximum value for you, your stakeholders and your operation.

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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 […]

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 […]

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 […]

roofing association memberships

Demonstrating Our Commitment To The Roofing Industry

By James Jenkins | September 24, 2020

Roofing Ain’t Easy, Baby! The roofing industry can be an incredibly competitive and sometimes unpleasant place to run a business. The work of being a roofer means endless days of strenuous manual labor, lots of hours traveling to and from jobsites and the emotional toll of your customer typically trying to recover from a serious […]

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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Step 1: Discovery

Schedule your 15-minute Discovery Call below. We'll get acquainted and identify your needs and preferences. Then, together we'll create a custom program that protects what you've worked so hard to build.

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