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 need a structural engineer to advise and potentially provide plans and supervise permits and my contractor for a floor plan change on one of the units.

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

I replaced all flooring, scraped the popcorn ceilings, new kitchen appliances, new paint and new furnishings except the mattresses.

I will say he is a very nice person, had an engineering job for 30 years and presented clean and responsible.Question - has anyone ever rented to a person in crisis like this where the insurance company pays the housing expenses?

Should I replace it all of just replace everything other than the ceiling lights wiring?

End Goal: Cash flow and retire from our day jobs Personal:Matt - Moving to London in a week for work (Reinsurance)Max - Solutions Engineer - WFH, Willing to relocate to Denver AreaPlan:1) House Hack using FHA in Denver (~$500k duplex?