What if inheriting your family home feels more like a headache than a windfall? This episode explores the emotional and financial realities behind legacy housing as baby boomers retire in place, leaving aging homes to millennial heirs. Financial planner Mike DiSalvo unpacks myths about passing down real estate, the challenges of outdated properties, and why younger generations value memories over mortgages. Discover how family stories, generational expectations, and tax strategies shape the great wealth transfer—and why open conversations matter more than ever when planning your legacy.