You could also offer to cover part of their tax liability through negotiation or encourage them to convert the property into their primary residence to use the IRS exclusion for up to $250K/$500K in gains.

Someone in this thread mentioned the 121 exclusion.

I am admittedly a newb in the process of getting all of this set up for my first rental (so correct me if I'm wrong) as well but I have some IL-specific perspective to offer: From what I have read, as of 1 Jan 2024 in IL, landlords cannot exclusively accept EFT payment of rents (includes Venmo, Zelle, etc.) for leases starting on or after that date.

I invest almost exclusively internationally but I would generally never invest in long-term rentals, unless the rentability is very high, which it almost never is.6.

., near military bases or expat hubs), appreciation and cash flow aren’t mutually exclusive.

Each loan that we secure for our borrowers is originated and funded exclusively in-house.

Living in the property for two years likely allowed you to claim the capital gains exclusion... up to $250K for singles or $500K if married.

Additionally, I'm hearing at meetups that this could extend to multi-fam under 4 units as well, although I haven't been able to confirm.I work exclusively with smaller investors in the multi family space and would be happy to chat more about it.

.- Do I qualify for for a section 121 exclusion sense I lived on the property for the first 2 years of ownership?

I feel like it's more useful for the outline and then I can fill in the numbers and analyze myself rather than use that exclusively.