Jill on Money with Jill Schlesinger If I Retire, Does Our Plan Work?
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Dec 18, 2025 Joy, a public-sector employee with 25 years of service, explores her early retirement plans with Jill. They dive into the nitty-gritty of pensions, rental properties, and savings strategies. Jill reassures Joy that her financial footing is secure, discussing the impact of mortgage decisions and health insurance changes. They strategize on cash flow from rentals and outline a withdrawal plan to bridge the gap before Social Security kicks in. With a smile, they conclude that Joy's retirement plan is not just a dream, but a reachable goal!
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Retire When Projects And Finances Align
- Consider retiring when personal projects wind down if finances support it.
- Use pensions and savings to replace earned income rather than stay in a job you dislike.
Pensions Act Like Hidden Millions
- Two guaranteed pensions dramatically reduce market risk for retirement security.
- Pensions function like having millions invested because they provide reliable lifetime income.
Make A Full Asset Inventory
- Inventory all retirement accounts and non-retirement savings before deciding to retire.
- Include Social Security projections, 403b/457 balances, brokerage, HSA, and cash in your plan.