@Sharlene Morales seller financing, assumable loans, it all possible.  

It was Amway.The Title Researcher – This “character’ apparently doesn’t know about, or doesn’t believe in title insurance.

Quote from @Alberto Leonard: Originally posted by @Kari Morales:@Alberto Leonard did you ever find a property management company?

STR and event-style buyers tend to respond well to deals with character, views, or flexible zoning.

With a new STR with no portfolio you can start off on it's own vibe and character to build the portfolio. 

For moral if not legal reasons.

But the hold period needs to be long and you need to underwrite higher taxes and slower rent growth early on.Pilsen (Option 2):More stable demand, more character, and—importantly—less supply risk.

There are legal things you can do and ones you can't do, there are banking things you can do and ones you can't do, there are marketing things you can do and ones you can't do, there are landlord things you can do and ones you can't do, there are rehab things you can do and ones you can't do, there are financial things you can do and ones you can't do, there are tax things you can do and ones you can't do, there are moral things you can do and immoral ones you shouldn't do and so on.

There are legal things you can do and ones you can't do, there are banking things you can do and ones you can't do, there are marketing things you can do and ones you can't do, there are landlord things you can do and ones you can't do, there are rehab things you can do and ones you can't do, there are financial things you can do and ones you can't do, there are tax things you can do and ones you can't do, there are moral things you can do and immoral ones you shouldn't do and so on.

If you add a $27,500 roof, that’s another $1,000/year over 27.5 years.How this looks at sale (your example):Purchase price: $400,000Building portion (85%): $340,000New roof (capitalized): $27,500Hold period: 10 yearsSale price: $600,000 (ignoring selling costs for simplicity)Depreciation over 10 yearsBuilding: $340,000 ÷ 27.5 × 10 = $123,636.36Roof: $27,500 ÷ 27.5 × 10 = $10,000.00Total accumulated depreciation: $133,636.36Adjusted basis at saleInitial basis: $400,000 + $27,500 = $427,500Less accumulated depreciation: $133,636.36Adjusted basis: $293,863.64Gain (ignoring selling costs)Amount realized: $600,000Gain: 600,000 − 293,863.64 = $306,136.36Tax character splitDepreciation recapture (unrecaptured §1250): $133,636.36 → taxed up to 25% ≈ $33,409Remaining LTCG: 306,136.36 − 133,636.36 = $172,500.00 → taxed at your LTCG rate (0/15/20%).