I am weighing some options to help my younger brother buying his first primary with a fixer. I was told by another investor that I will run into a seasoning problem, but i don't see how if i don't plan on refinancing....

The only taxes I remit directly now are the tiny town tax they implemented of 1%.I just take my net income spreadsheet and calculate the 1% and give them a check.

Quote from @Travis Smith: Age 56 and retiring from farming and I’ve been very good at avoiding income taxes with depreciation and business expenses.  

Is an IRA subject to capital gains tax?

If you owe nothing or if you owe $1million it doesn’t affect the capital gain or the taxes due.  

Quote from @Patrick Albright: You could look at doing a 1031 Exchange to avoid any tax hits this year. there is no tax. 

About 90k that will be taxed at 40% if I take it now.

Sellers can avoid paying transfer taxes to the county, while buyers are spared from facing significant property tax increases.However, it's important to note that lenders typically only approve these loans for properties with five or more units.

This will avoid a lot of confusion. 

For real estate investors, adapting to these changes isn’t just about avoiding fines—it’s about protecting your investment and maintaining a solid reputation.