The Disability Insurance Gap Nobody Told You About

The Disability Insurance Gap Nobody Told You About

From Grown-Ass Woman's Guide by Jackie MacDougall

June 2, 2026 · 20 min · Season 2 · Episode 218

About this episode

This episode discusses the importance of understanding disability insurance and the gaps in workplace plans with expert Wallis Wilkinson Tsai.

By the time you're in your early 50s, the odds of a new cancer diagnosis are 1 in 35. One in four people in their 50s and early 60s will have a physical or medical condition that limits their ability to work. And most of them have no idea how exposed they actually are. In part two of our insurance series, Wallis Wilkinson Tsai, founder of AboveBoard Financial, is back to talk about disability insurance — what it actually does, where your workplace plan is probably falling short, and how to make sure your bank account doesn't take a 40% hit when life hits the fan. We talk about the tax trap hiding in most employer benefit plans, why your benefit period matters more than you think, what happens to your coverage when you leave a job, and the business-owner mistake that trips up even the most financially savvy women. This is the episode your HR department never gave you. Get the Insurance Cheat Sheet! Wallis Wilkinson Tsai is the founder of AboveBoard Financial, specializing in life, disability, and long-term care insurance for individuals, families, and business owners. She spent over 10 years on Wall Street, including at Goldman Sachs, before starting her own firm. She also happens…

People in this episode

Host: Jackie MacDougall

Guest: Wallis Wilkinson Tsai

Topics covered

  • disability insurance
  • financial planning
  • health risks
  • workplace benefits
  • insurance coverage

Keywords

  • disability insurance
  • cancer diagnosis
  • financial security
  • insurance benefits
  • workplace coverage

Mentioned in this episode

Organizations: AboveBoard Financial, Goldman Sachs, US Cancer Statistics Working Group

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