Coach Dobber and his wife in Edina, Minnesota have a low mortgage interest rate and a decent amount of home equity. Should they put that equity to work and take the risk on buying a higher value home at a reduced price, even if it means a much higher interest rate and higher monthly payments too? Plus, Joe and Big Al spitball for Adam, in the birthplace of aviation, on the taxation of passive rental income, and capital gains from his portfolio and the sale of his business, prior to his early retirement. They also spitball for Charles in Idaho, on taxes on the sale of his mother-in-law’s house. And should Dan’s wife and business co-owner retire from the business and take Social Security Disability? And will Social Security be reduced for everyone? Steve in Vegas has a cautionary tale to tell. Timestamps: 00:55 - Stay With a Low Mortgage Rate, or Buy Up at a Reduced Price? (Coach Dobber, Edina, MN) 16:10 - Early Retirement Taxes on Rental Income and Capital Gains? (Adam, Dayton, OH) 24:55 - How to Figure Taxes on Sale of Mom’s House (Charles, ID) 29:47 - Should Spouse and Business Co-Owner with Alzheimer’s Retire and Take Social Security Disability? (Dan, Midwest USA) 36:04 - Will Social Security Be Reduced for Everyone? A Cautionary Tale (Steve, Las Vegas) 44:17 - The Derails Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-448  2023 Key Financial Data Guide EASIRetirement.com - new free retirement calculator! Social Security Handbook Episode Transcript Ask Joe & Big Al On Air for your Retirement Spitball Analysis