Brian Shasha
President | Executive Vice President, Individual Health
Trophy Club,TX
Summary
P&L leader with a 20+ year track record of driving Enterprise Value through scalable growth, operational leverage, and multi-product distribution. Specializing in the optimization of LTV/CAC ratios, EBITDA expansion, and the integration of complex retail health ecosystems. Proven ability to scale $80M+ business segments by leveraging omni-channel frameworks (Field, Online, Telesales) across Medicare, ACA, and Ancillary lines.
Overview
16
16
years of professional experience
3
3
years of post-secondary education
Work History
Senior Vice President
Allstate Health Solutions
07.2022 - Current
- Drove 30% YoY revenue growth and 15% annual EBITDA expansion across a diversified portfolio (Medicare, ACA/Marketplace, Small Group, Ancillary), scaling both topline and margin simultaneously.
- Architected a national retail health ecosystem with exclusive partnerships spanning 17,000 pharmacy locations and 300+ medical practices, creating a high-barrier, difficult-to-replicate distribution platform.
- Improved LTV/CAC by 20% and reduced marketing expense 15% through advanced predictive modeling, attribution discipline, and channel-level performance optimization.
- Built and led a fully integrated Field, Digital, and Telesales operating model with deep eligibility, enrollment, and retention integrations—designed for rapid scaling without proportional cost increases.
- Increased carrier revenue 30% through base contract renegotiation and marketing offsets while materially reducing regulatory and compliance risk via automated governance and controls.
Vice President, Carrier Distribution
EHealth, Inc.
04.2020 - 07.2022
- Generated $200M in EBITDA over 24 months by designing and executing high-impact carrier programs and performance-based distribution strategies.
- Reduced annual overhead by $5M through industry-first automated training, certification, and compliance processes—improving scalability and reducing fixed costs.
- Led strategic relationships for 100+ carrier partners and won 5 major RFPs supporting BPO Medicare operations, expanding revenue streams and long-term contracts.
Vice President, Medicare and Marketplace Sales & Operations
Molina Healthcare Inc, National Sales
04.2017 - 04.2020
- Led a 90-person organization to deliver 150% channel growth, representing $790M in revenue, while improving execution consistency across markets.
- Expanded strategic broker partnerships by 300%, generating $50M in incremental revenue within two years.
- Delivered $5M in operating cost savings by re-engineering sales workflows and deploying enabling technology platforms.
Vice President, Carrier Development
Word & Brown Companies, Inc, National Sales
05.2012 - 04.2017
- Built a national broker distribution network of 4,000+ contracted agents and agencies, establishing durable network effects.
- Achieved 200% YoY growth, resulting in a stable $20M average annual revenue run rate.
Vice President, Sales & Operations
HealthCompare Insurance Services, Inc
07.2010 - 05.2012
- Achieved 200% YoY growth, resulting in a stable $20M average annual revenue run rate.
- Designed and launched broker, telesales, and digital distribution channels, establishing repeatable acquisition and enrollment processes under tight capital constraints.
- Secured foundational carrier and distribution partnerships critical to early revenue traction and long-term scalability.
- Implemented early-stage performance management, compliance discipline, and scalable workflows—positioning the business for sustainable growth.
Education
Bachelor of Science - Business Management
Pepperdine Graziadio School of Business And Management
Malibu, CA 01.2008 - 05.2011
Timeline
Senior Vice President
Allstate Health Solutions
07.2022 - Current
Vice President, Carrier Distribution
EHealth, Inc.
04.2020 - 07.2022
Vice President, Medicare and Marketplace Sales & Operations
Molina Healthcare Inc, National Sales
04.2017 - 04.2020
Vice President, Carrier Development
Word & Brown Companies, Inc, National Sales
05.2012 - 04.2017
Vice President, Sales & Operations
HealthCompare Insurance Services, Inc
07.2010 - 05.2012
Bachelor of Science - Business Management
Pepperdine Graziadio School of Business And Management
01.2008 - 05.2011