I would lean towards recommending that you pursue the deal - plus having the property remain in your family may be a net positive for you and your extended family regardless of the ultimate financial return. 

We do about 20-25/yr so financially it makes sense.

Usually, the confidence comes from more reps (seeing more homes and being more of an asset hunter not a spreadsheet warrior) and going to local meetups so you can meet all the other people nearby who are doing what you can't get yourself to do.Ok Elizabeth, Ready for it? 

There is an exemption for a “crowdfunding” type of retail offering, with limits on how much of their net assets an investor can contribute.  

Life is financially good even without doingSelf Storage.

Lots of normal, blue collar folks are getting financial freedom from STR and yet the committee is tone deaf to their stories.

Just because the costs might be in the furture does not warrant not budgeting for those known expensesThen there is the misc costs of asset protection, bookkeeping, unexpected utilities (such as between tenants (tenant turn over) or failure not attributable to the tenant such as slab leak).  

I have found it harder to bring in financial partners on my last property even though it has higher bookings that than other properties.  

From an asset perspective we have around sixty assets which by this time next year we will probably be around 80-100 loans as we are always selling loans in our portfolio to pick up more.

I want to give them the benefit of the doubt they are just struggling with staffing but now have seen some red flags that lead me to believe there might also be some type of deceit/fraud and possible financial trouble.