Yes, valuable lesson learned.

I've been checking HOA CC&Rs to make sure they allow short term rentals.

I simply view their Sec 8 voucher as additional income and try to make sure all else shows a quality tenant. 

Lessons learned?

Real estate is all about learning as you go and playing the long game.

Still see sump pumps in all corners get some water from sub surface not sure where it gets it.3.

Lessons learned?

@Alex Yeater not sure if you got any follow ups on this, its been a while. not sure how far you are on your jorney.

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.

I made a fair size claim last year and it paid off pretty painlessly except for the 90 day lag. highly recommend them.If I had used a regular home owners policy with and STR addendum I'm pretty sure it would not have covered my particular issue.