If I am self managing my portfolio, what do I need to check/confirm, and what easily available tools are at my disposal (online, other) to help me do this? 

If you do not find success there, there are some online companies like SpaceJoy, Decorilla, Havenly etc.

Can't find any reviews online on that.

Quote from @Diyan Yap: Have you thought about AirBnB, they can visit/stay with you while they rent it and earn income. 

I'm totally fine using resources like books, online research, and AI, but I was looking for real-life, experienced individuals who could shed some real light.

tough one.. generally you have a captain and then crew.where I have seen this work is through an earn in situation.

From what I know of the sponsor’s background, they have NO basis to believe they can successfully navigate the very complicated business of revitalizing a name brand via on line sales only.  

So she would have earned say 5% on her $280k (from a traditional sale after commissions.)  

After some research online, I am reading that the cost per square foot on a gut renovation of this nature in Stamford CT is anywhere from $150-$350, which is ultimately not very helpful, because at $150 per sq ft, this is a very appealing project with a total profit of ~$175K (46% ROI) and at $350 per sq ft, it very much isn't, because it would be a net loss of 83K (haha).QUESTIONS:What can I do refine my estimate a bit given that I am not allowed to a formal inspection on the property? 

Any recommendations of online companies with these services?