James Roberts’ daughters posing with a "Heart KC" sculpture, reflecting TrueSpan Group’s deep family roots and commitment to the Kansas City community.
Partnership

KC Roots. Claims Expertise. Absolute Advocacy.

TrueSpan Group isn’t just an agency; it’s a family-owned mission to bring sophisticated risk management to our Kansas City neighbors. After 19 years in the industry—including a decade training claims adjusters—I’m here to ensure you’re never just a policy number.

Established

A Claims-First Perspective.

Most agents only know how to sell a policy. I know how policies actually pay out. After 12 years managing and overseeing over 1,000+ claims—and training the adjusters who handle them—I build coverage with the end result in mind. I don't just shop for rates; I engineer protection that stands up when you need it most.

Partnership

We Advocate for You—Not the Insurance Company

As an independent agency, we work for you—not the carrier. My background isn't just in sales; I spent years training the adjusters who handle your claims. I know the internal language, the shortcuts they take, and the common pitfalls that lead to denials.

When you have a claim, you aren't calling a 1-800 number and hoping for the best. You're calling a team that knows the system inside and out. That is the TrueSpan difference.

Four hands locked in a tight weave, symbolizing the strength, structural integrity, and reliable protection of the TrueSpan Group insurance bridge.
Approach

What sets us apart

We don't sell policies. We solve problems.

Independence

We’re not tied to one carrier—so we can recommend what actually fits your situation.

Claims Advocacy

We don’t just hand you a 1-800 number. When a claim happens, we stay in your corner, leveraging our decades of claims management to ensure the process is fair and your business stays on track.

Customization

From contractors to property owners, we structure coverage around how your business actually operates.

Numbers

Experience You can Rely On

Eighteen years in insurance. Twelve years managing claims. Thousands of families and businesses protected across five states. These aren't just statistics. They're proof of what we do.

19

Years in insurance

Building relationships, not just selling policies.

James Roberts, Co-Founder of TrueSpan Group, with his motorcycle.
12

Years in claims

1,000+ Claims overseen

5

States served

Missouri, Kansas, Oklahoma, Washington, and Texas.

Expertise in Your Corner

We’ve spent our careers in the trenches of claims, corporate investigations, and business operations so you don't have to.

James Roberts, Co-Founder and Claims Strategist at TrueSpan Group, an independent insurance agency in Lee's Summit, MO.

James Roberts

Co-Founder & Claims Strategist

19+ years in insurance with a decade spent training adjusters. James uses his deep claims and subrogation background to ensure your coverage actually performs.

Maggie Roberts, Co-Founder of TrueSpan Group and former corporate investigator, providing cyber risk expertise to Kansas City businesses.

Maggie Roberts

Co-Founder & Risk Lead

A former corporate investigator with 20 years of experience protecting high-level revenue. She brings elite fraud and cyber defense to our KC clients.

Kristen Kalwei, Commercial Insurance Specialist at TrueSpan Group, specializing in car wash operations and small business risk in Kansas City.

Kristen Kalwei

Commercial & Personal Specialist

15+ years in consultative sales with an operational background in family-owned car wash enterprises. Kristen specializes in simplifying complex risks for business owners.

Let's Build the Right Coverage for You

Whether you're a contractor, business owner, or homeowner, we’re here to help you protect what matters most—with clear guidance and coverage that actually works.