Flying by the seat of your pants isn’t a great strategy for your own finances, and it’s downright risky when it comes to your aging parent’s money situation. Many of us millennials and Gen Xers are suddenly realizing our boomer parents might need help, but where do we even start?

We have a practical checklist for tackling those awkward money conversations with your parents. We’ll guide you through insurance basics, tax considerations, and planning for future care needs so you don’t get stuck making life-altering decisions in a crisis — have the conversation early so you’re not scrambling when it might be too late.

Key moments:

(06:06) One conversation might not be enough and who to include in financial planning talks (11:20) Insurance policies and legal documents every family should review together (22:14) Housing decision factors: staying put, downsizing, and future-proofing their living space (30:23) The family balancing act: dividing financial and caregiving responsibilities between siblings

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Aging Parents: “I’ll Figure It Out Later” Is a Bad Plan