I find myself over whelmed with a sistuation that I am currently facing. 

They only do Memphis and Little Rock and may provide you with the end result without the hassle if you like that market.

Hi does anyone have experience with providing direct STR stays (so not through Airbnb or VRBO) and charging, collecting, and remitting the local Chicago hotel tax?

Quote from @Roger D Jones: SamEveryone here is providing great points to consider and if you were my son I would say that at 360k this 'dog needs to get put down'. 

An appraisal fee in advance for an actual appraisal is legitimate, but you can find lenders that don't require appraisals and don't charge appraisal fees.

I have heard that CA is very competitive and very difficult to find deals in.

Depending on how the water is getting in, there may be cheaper methods for sealing the basement walls from inside.Keep shopping until you find someone trustworthy with solutions.I would also consider going after the first contractor because they robbed you.

Everything was progressing smoothly until I met the appraiser to provide access to the property.Right away, I sensed something was off.

Additionally, the price point is still cheap enough to find the 1% rule and positive cash flow and there's amazing appreciation potential.

Unless you spend money trying to find off market deals..