MoneyWatch with Jill Schlesinger Considering Future Home Purchase
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Nov 29, 2025 A couple considers leaving NYC for a family-friendly home in Upstate New York. They discuss target home prices and childcare costs, weighing the benefits of moving against their current financial stability. With a solid income and substantial savings, they evaluate using their brokerage account for a down payment while managing tax implications. The hosts encourage them to think about lifestyle choices and reassure them that the move can be reversible, emphasizing that assets should serve life goals.
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Check Job Portability First
- If you can transfer jobs and salaries carry over, moving from NYC to upstate will stretch your income significantly.
- Jill and Mark recommend evaluating job portability before committing to a home purchase.
Brokerage Gains Can Fund Down Payments
- A brokerage account with unrealized gains can fund a sizable down payment after taxes.
- Jill points out selling appreciated investments yields cash but triggers tax considerations to plan around.
Stagger Sales To Smooth Taxes
- If you're uncomfortable selling all gains at once, liquidate portions across tax years to spread tax bills.
- Jill suggests doing half now and half later or staging sales to smooth tax impact.