As a financial advisor, I have the privilege of working with many older clients—married, divorced, and widowed—who have achieved success in their financial lives. A recurring theme in our discussions is their concern about aging and the impact they may have on their children. Together, we plan for the future, conduct family meetings, and ensure everything is in place for when the inevitable occurs—whether it be death or incapacity. However, my understanding of financial caregiving would soon be put to the test when I became the financial caregiver to my own parents. This dual role has revealed a fascinating yet challenging landscape, highlighting the profound emotional dynamics that emerge when personal relationships intertwine with professional responsibilities.