Matt Ragudo

I'm Director of Partnerships at WIMPER and a licensed insurance professional with a decade in financial services. I work with hands-on major medical brokers, CPAs, fractional CFOs, business advisers, and established employers that normally have 100+ W-2 employees, group medical, and professional payroll administration.

I lead the preliminary Employer Savings Diagnostic. We start with aggregate facts to decide whether a credible employer payroll-tax savings opportunity may exist and to identify the right executive decision path. The referring adviser stays visible and the relationship stays protected.

After preliminary fit, WIMPER verifies only full-time status, benefit eligibility, and sufficient salary for the deduction. Brandon coordinates implementation across the employer, adviser, payroll provider, program parties, paperwork, and procedures.

WIMPER does not perform a broader legal or tax review, provide plan-design advice, administer claims, or replace the employer's existing group medical plan.

I also run a solo Medicare supplement and Part D practice, licensed in 8 states. Separately, I build AI-enabled systems for my own businesses. Those systems support my work; they are not a general AI consulting offer through WIMPER.

I spent a decade in financial services with Mutual of Omaha, AXA, and Ameriprise. My professional background includes the CRPC® and CLTC® designations. I previously held Series 7 and 66 registrations before narrowing my work toward insurance, Medicare, and employer opportunities.

In 2024 I met Brandon Attebury and began working on WIMPER. In 2026 I started building the operating infrastructure behind my businesses: AI agents, websites, a command dashboard, approval gates, event tracking, and domain-specific workflows. This site documents what works, what fails, and what the evidence actually supports.