Most of the homes we’ve looked at will need at least updating but wanted to know where to start after making a scope of work.

If that's place was built in 1940 and hasn't had significant updates, perhaps 7% or 8% is better.3.

I've love the  UX/UI and the most dumbfounding thing so far is that two different tenant and a vendor figured out how to file maintenance requests, accept work orders, and enter status updates WITH NO TRAINING FROM ME AT ALL! 

We added over 300 sq ft and fully updated the kitchen, added a full bathroom and a third bedroom.

Codes change, updates are required, impactors mitigated, it's a heck of a process. 

Then, update all your supporting stuff, e.g. insurance policy(ies), lease, any bills, etc.I think that basically covers your questions, except maybe your last one. 

@Joe Villeneuve Ok so property A needs to be updated.

What are the best and worst online programs you have used to help manage your properties, receive rent, charge late fees, collect deposits, receive maintenance requests, update leases, etc.

In fact, the more you've updated a property, the more you collect and the less is left to repair.

Check the lease from landlord make sure if he was getting paid rent, if rent amount is update to according to the market.