However, every property is unique, and the actual rent for a specific property depends on various subjective factors, which online rent estimate sites cannot consider.SummaryRentometer does not provide the level of rent accuracy required for making investment decisions.

If you are focus on growing your portfolio, then use your time on more value driven task such as research, acquisitions, or capital raising, and leave the daily operations to a property manager. 

If I'm doing a mostly cosmetic reno on a home including a new roof, what order should I tackle task?

I also don't get involved with Buyers as the contract language and specifics should be reviewed by an attorney Absolutely, I would never recommend a subject to to a client (or at least not unless under very, very unique circumstances and lots of disclosures).

The majority of existing houses were built in the 1930s, contributing to the unique character of the neighborhood.

Maybe 5% look different or have something unique or different.  

the more you could make it an emotional (unique niche place that stands out) decision and find a buyer attracted to that vs pure math, the better, I suppose.I'm thinking 'the right location' (and buyer) for this scheme is more like the "hobby second home" crowd, dedicated ski/vacation town, right on the beach, cabins, main amazing attraction right nearby, NOT any-old air bnb beachtown condo, though, overall.

But finding something that works is definitely a harder task, at least it is from my experience. 

Lmk if you have more questions.Only other one I liked was Bryt Software but they couldn't do much in the way of standardized loan life cycle task management (moving loans from application to document collection and review to underwriting and escrow and in-service).

While I agree with Collin on location, views and water front, I also think you can stand out by being unique.