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Social Security is making headlines again — but what do the latest reports really mean for retirees, near-retirees, and younger generations? In this episode of HerMoney with Jean Chatzky, we’re joined by Michelle Singletary, nationally syndicated personal finance columnist for The Washington Post, to separate fact from fear. We cover the most important Social Security news, including: What a potential 20–25% shortfall in 2033 actually means. Why your check won’t disappear — and the realistic fixes Congress might make. Why more Americans are claiming Social Security early (applications are up 13% this year). The biggest myths about how Social Security really works. Michelle’s advice for retirees: paying off your mortgage, building an emergency cushion, and knowing your numbers. What Gen X, millennials, and Gen Z should do now to prepare. Michelle Singletary’s clear-eyed perspective will help you feel less anxious — and more empowered — about your retirement future. ⏱️ Timestamps 0:00 – Intro: Why Social Security is in the news 1:30 – What the 2033 shortfall could mean 5:15 – Why the trust fund is running dry 10:00 – Should you claim Social Security early? 14:00 – Social Security for couples and survivors 18:00 – Gen X and millennials: what to expect 20:00 – Senators Cassidy & Kaine’s investment plan 23:00 – Are we headed for a recession? 27:00 – Emergency funds vs. “life happens” funds 29:00 – Michelle’s top retirement priorities 32:00 – Women and money: why you must take charge Follow Michelle Singletary: https://www.washingtonpost.com/people... 💵 Build Financial Confidence: https://hermoney.com 📚 FinanceFixx – 4 or 6 Week Coaching Program: https://portal.financefixx.com/coasta... 📈 InvestingFixx – Our Investing Club for Women: https://portal.investingfixx.com/s/ 📰 Subscribe to Our Weekly Newsletter: https://hermoney.com/subscribe 📢 Got Money Questions? Comment below or email: [email protected] Follow the Podcast: 🎙 Apple Podcasts: https://apple.co/3lyZs59 🎙 Spotify: https://spoti.fi/3Rb4nYM 📸 Instagram: / hermoneymedia Listen to This Episode: "Social Security News 2025: Michelle Singletary on What Retirees Must Know" YouTube: • Social Security News 2025: Michelle Single... Full Podcast Feed: https://pod.link/1098802558 Subscribe to the Channel: https://bit.ly/4agSrxo Take Our Money Type Quiz: https://moneytype.hermoney.com/ Follow Jean Chatzky: Instagram: / jeanchatzky TikTok: / jeanchatzky Facebook: / jeanchatzky LinkedIn: / jeanchatzky X / Twitter: / jeanchatzky ❤️ Liked this episode? Give it a thumbs up and share with a friend who needs to hear it. 👉 If you’re worried about your retirement, this episode is for you. Hit Subscribe and turn on the bell 🔔 so you never miss more money conversations like this.