Podcast:Jill on Money with Jill Schlesinger Published On: Tue Jan 20 2026 Description: I badly want to take a break from a well paying career, likely with no chance of going back, yet I'm concerned about healthcare until I turn 65. Have a money question? Email us here Subscribe to Jill on Money LIVE Subscribe to Jill on Money Newsletter YouTube: @jillonmoney Instagram: @jillonmoney Twitter: @jillonmoney "Jill on Money" theme music is by Joel Goodman, www.joelgoodman.com.