However, I haven't been consistent with the other hand soaps, dish soap, etc. used as no one has brought it up yet.

If you want to be generous about it you could tell the tenants your operating costs are consistently going up (which is true), share the current comps with the tenant, and ask them what kind of increase they would be comfortable with.What are peoples’ thoughts on where rent’s should be set or the best way to get them up if you fall behind?

It's nice to have lofty goals BUT you need consistent income and savings.

I ask a few questions such as:-Communication - were they responsive to emails and calls-Property care - any major issues / did they leave the property in good condition-Reason for leaving - this would give you more insight if there were issuesAnd always respect privacy if they are not willing to share.

However, because Shellpoint has CONSISTENTLY FAILED to properly credit my accounts over and over, it is a non-stop string of emails stating I am past due, blah blah blah.

@Dave Rav - I agree with the others that there is no really good way to estimate insurance costs, but I've found some consistency within a particular market/zip code if the rebuild costs and deductibles are the same.

Either a single family primary home on a double lot for us to build an ADU or a multifamily property consisting of a duplex or triplex.  

Just learn how to hit singles and doubles consistently.

Does anyone have recommendations for an STR on-call service (not full property management), which will handle basic guest communication during their stay and handle organizing repairs (i.e. calling a plumber, HVAC, etc. ... not actually doing repairs themselves)?

Obviously based on your FICO, but seeing 6s pretty consistently with some programs with qualifying FICO/values.