Thank you in advance.Also as far as what I put in the letter, I usually say that me and my partner are looking for properties that need work, and can pay cash and offer quick closing.

I’m planning to update and repaint, maybe increase rent on one side to 3000-3100 while I live in another unit and replenish to legalize garage space.Monthly payment: $7033. landlord pays for water, everything else is separate.It just feels very tight in the beginning before getting ADU gets legalized. 

I am struggling trying to decide my next step- should I try to pay down my two current properties that I own as much as I can (I make about 150-200k a year).

There are 90 day seasoning lenders, there are even 0 month seasoning lenders as well but you pay for it in the rate.

The trustee will be a LLC we create in WY to hold the land trust for the anonymity and added asset protection.The question I have run into now is that some things I am reading say that I will have to register the LLC in the state I live in, (will be Illinois) so I will be basically paying for two LLCs.  1. 

In commercial real estate the tenant pays for everything including those pesky condo fees

She should only pay for the unit she occupies and the days she occupies it.I'm not real familiar with Venmo.

I anticipate rent to increase over time.Overall, it's not a bad investment but not stellar, but it was move-in ready, no renovations needed, and essentially pays for itself while it appreciates. 

However, from my understanding, it takes a long time to pay down the principle when making mortgage payments.

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