Liftoff with Keith: Conversations with Super Founders and Growth Experts sharing useful insights
Liftoff with Keith: Conversations with Super Founders and Growth Experts sharing useful insights
Journalist, Startup and GTM whiz Keith N hosts the #1 Podcast for Super founders
How Healthcare Benefits Are Broken—and What Comes Next | Brandy Thompson, CEO of BenefitBay
20 minutes Posted Jun 16, 2026 at 8:48 am.
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Healthcare costs continue to rise, employees have fewer choices than ever, and many employers are stuck navigating a system that feels increasingly unsustainable.

In this episode of Liftoff, Keith Newman sits down with Brandy Thompson, Founder & CEO of BenefitBay, to discuss the future of healthcare benefits, employee choice, leadership, entrepreneurship, and building a fast-growing company in one of the most complex industries in America.

Brandy shares why she believes employees should have greater control over their healthcare decisions, how transparency can improve outcomes, and why the future of benefits may look very different than today's one-size-fits-all model.

The conversation also explores founder lessons, leadership, raising six children while building a career, and what it takes to lead through growth and change.

About Brandy Thompson:

Brandy Thompson is the Founder & CEO of BenefitBay, a Kansas City-based company helping employers modernize healthcare benefits through Individual Coverage Health Reimbursement Arrangements (ICHRAs). BenefitBay recently announced an $18 million Series A funding round to expand its platform and infrastructure supporting personalized employee healthcare benefits.

Connect with Brandy Thompson:

  • Website: https://www.benefitbay.com/
  • LinkedIn: https://www.linkedin.com/in/brandy-thompson-24389536
  • Benefitbay just raised a series A, which will lend itself to really good growth questions: https://www.einpresswire.com/article/914114134/benefitbay-raises-18-million-series-a-led-by-ten-coves-capital-to-scale-its-broker-first-ichra-platform

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