Her unit needs to be improved or I fear that the costs to fis it up will grow without decent maintenance.

And then reality kicks in - the construction was painful - finding decent contractors, inflation, scope creep - all the usual **** made worse by the fact that nothing is particularly easy in costa rica besides ordering cocktails.

My tenants are decent people and I let them know that I hate these kinds of conversations and if other people are complaining then clearly there is a pattern here that is wrong on their end. 

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

As I'm looking for a house hack, I'd really love to live in a decent area (some in Jersey City can be iffy).

We have decent equity in each and the loans were taken out at a great time, 2 of them at less than 4%, 1 was paid off with a HELOC on our primary residence at 2.5% for 15 yrs., 1 was bought with a HELOC on the free and clear home. 

Sounds like it could be a decent LTR situation, but you answered my concern on if a STR would really stay booked enough to justify a purchase.

I like the idea of no pets and that is decent income (depending on what the rents are).

There are really only two decent books on wholesaling I know of - one by Todd Fleming called something like If you can't wholesale after this, I've got nothing for you, and the BP book by Jamil Damji.