It seems like the condo you linked is almost geared towards short term rentals, so you should be in the clear on this specific situation. 2) I would take a look at some STR data either via a dynamic pricing software (pricelabs, wheelhouse, etc.) or take a look at Airdna to take a look to see what is the “sweet spot” is in terms of size of rentals in your market.

Given their size, I’m sure the broker of record has little oversight over the staff.

That's a reliable strategy if you want to continue to work and retire comfortably with a nice sized nestegg.

If you are house hacking, think about number of bathrooms, size of bedrooms and layout of the kitchen (can more than two people work in there at once and is there enough storage)?

In states that define dual agency ad the broker being the dual agent (not the actual agent) it's going to happen constantly at the medium and larger size firms.

I was able to save $45k in 15 months waiting tables and selling things on eBay (would be happy to show you what I was doing) - but I sacrificed A LOT (I really did not have friends or a life). 

That way there you can help speed up and increase your ARV, or rents.Since you have reserves you can either use your funds or a loan to also build an ADU or carriage home if you can find a multifamily home that offers a good size lot.

What size would be too small or too big.

Size and private bathroom can change that variable.

I am a licensed real estate agent and I think I bring a lot to the table that I can offer others.