08/24/2026
I speak with spouses going through divorce in their late fifties and sixties every single week. When you are decades into your career, the financial conversation surrounding a “grey divorce” is fundamentally different than it is for younger couples.
Often, the biggest source of anxiety I hear is not about who is right or wrong or who will “win” the divorce. Rather, it is about what happens to their future healthcare and retirement. I am often asked: “Will I lose access to my spouse’s health insurance?” “How can I deal with a medical emergency if I am on a fixed income?”, “How can we afford to live separately if we divide the 401(k) or pension in half? Will there be enough to live comfortably for the rest of our lives?”
These are important questions that deserve thorough answers. However, finding a solution does not require a knives-out legal battle. In fact, traditional divorce litigation is often funded by the very same resources you are trying to preserve. It’s all too common for divorcing spouses to spend months or years in court trying to “win”...only to end up losing their retirement.
By choosing a collaborative, mediation-first path, we can all sit down and look at your financial realities together. This avoids time-consuming, expensive courtroom litigation and can help both parties get a solution that works for them.
For example, mediation often results in structured agreements that safely account for newly fixed incomes, Medicare timelines, COBRA costs, and long-term care needs. This can allow both you and your spouse to exit mediation without having an existential fear over what happens next.
If you're contemplating a grey divorce and want to talk through what your specific financial picture might look like, I'd welcome the conversation. Feel free to reach out to our team at (914) 738-7766, or visit our contact page to get in touch.
Considering a grey divorce in New York or Connecticut? Learn how to protect your assets, retirement, and health insurance. Contact Miller Law Group...