I would also add that modern mobile homes are pretty energy efficient.

No leaking toilets, replacing carpet, etc.

So the only one with major fixes is the house, but everything was replaced. 

I need some windows replaced, basic electrical work, washer and dryer installations, and a little bit of pointing on the brick.

Within an organization, you can temper that to some extent by creating an attractive enough opportunity that it would be difficult for the person to replace it elsewhere, but by and large your employees will almost always fall into one of two camps:1.

My three issues with the house are, one the roof needs to be replaced (it’s 15-20 years old and has moss growing all over it), second issue is the eaves troughs are overflowing with leaves and stuff (if this has been a standard practice over the 50 years they owned it this is a bit of a concern with water likely running right down to the foundation of an already old house, the third issue is the tax assessed value is 37k so if I buy it for 160k won’t the tax assessed value go to around 80k meaning my tax is going to double roughly?

If you are late in the cycle for several of these, you'll want to have access to some amount of capital that will be sufficient to float the inevitable replacement of these items.  

I've never had more than 1 at a time but haven't really leaned in to make it a primary business for a way to eventually replace my current career field.

I've never had more than 1 at a time but haven't really leaned in to make it a primary business for a way to eventually replace my current career field.

$2.50-3/sqft, lasts a long time, and is easy to replace