William Cabrera

A self motivated | Medicare Growth Leader | 3,000+ Enrollments as a Broker/Agent | Former Citibank | Mass Mutual | Health First | Cigna/Aetna | Founder | Proven Health Plan Startup Disruptor | Scaling Markets|Team player

New York City Metropolitan Area

About

William Cabrera – Director-Level Executive | Healthcare & Financial Services ● Executive Summary: Seasoned healthcare and financial services professional with 16+ years of progressive leadership experience driving operational excellence, regulatory compliance, and strategic growth. Proven track record in managing cross-functional teams, optimizing healthcare operations, and implementing financial strategies that improve revenue, reduce risk, and enhance patient outcomes. Recognized for bridging the gap between clinical insight and business acumen, delivering measurable results in complex, highly regulated environments. Core Competencies: Healthcare Operations & Program Management Financial Strategy & Budget Oversight Regulatory Compliance (HIPAA, CMS, State Insurance Laws) Team Leadership & Talent Development Process Optimization & Risk Management Stakeholder Relations & Executive Communication ● Key Achievements: Directed multi-million-dollar healthcare initiatives, improving operational efficiency and reducing costs without sacrificing quality. Led teams across clinical and financial departments, implementing streamlined workflows that increased productivity by 20–30%. Successfully navigated complex regulatory frameworks, ensuring full compliance across audits and inspections. Designed and executed financial strategies that enhanced revenue capture and optimized resource allocation. Developed mentorship programs to upskill staff, improving retention and employee performance. ● Professional Philosophy: I combine hands-on healthcare operations experience with financial strategy expertise to deliver results that a degree alone cannot provide. My leadership style is data-driven, patient-focused, and ROI-conscious, making me uniquely qualified to drive impact at the Director level in healthcare insurance.

Experience

  • President - Willyburg Insurance & Risk Management at Willyburg Health & Risk Management
    Jan 2023 - Present · 3 yrs 6 mos

    Over the past 16+ years, I’ve built a track record of scaling enrollment across Florida and New York, generating 3,000+ Medicare enrollments while operating across carrier, FMO, and broker channels. I’ve led territory expansion, built high-performing teams, and consistently delivered in competitive, compliance-heavy environments. Currently, as Founder of Willyburg Insurance & Risk Management, I’ve grown and have written over 3000 + member book of business in NYC and Central Florida owning the full revenue lifecycle from acquisition through retention.