Like @Gregory Hiban pointed out, listening to Dave Ramsey or possibly even going to his Financial Peace training may help in this area because it's the exact type of thing he talks about.Second, the car situation is a problem because you own two cars that you can't afford and it's going to be hard to get out of them (and one that you probably can't get out of at this point). 

Yes you might spend 2000 doing this action but at least you will have marketable title and peace of mind.

@Peace Lily  Did you ask the tenant WHY they wanted it removed?

One housecleaner keeps the house in peace:)  And the house cleaner is a spy for you.6. 

It seems one invests in the things that will allow them to sleep peacefully at night .

Or it could give you peace of mind that you have a great property for years to come.  

There's also peace of mind. 

It depends on the situation, the contractor and the market you are in, but generally, if this is someone you've worked with, you trust and they do decent work, I'd chalk it up to miscommunication, offer to split the difference as a peace offering and devise a plan to mitigate this in the future. 

Due to the upgrades, I was able to raise the rent and more peace of mind to my tenants security wise.

For the commercial stuff, they will just want you to use your LLC and have at least one house in LLC, if possible to make the loan look better or more solid for when they sell it off to the secondary market, or just for their peace of mine, if they keep it in-house (this is my impression, as I'm not a loan officer or commercial lender).