I had a buddy who ran into trouble with unpaid property taxes, and it got stressful fast. The penalties and interest alone made the amount owed pile up quickly, and he almost lost his rental property at a tax auction. He managed to pay it off in time but learned the hard way how important tax planning is, especially for rental properties.
One thing that could’ve helped him earlier was using tax strategies like cost segregation to reduce taxable income. It’s a solid way for short-term rental owners to accelerate depreciation and maximize tax savings, definitely worth looking into for better cash flow management.