During that transition phase once i get rental income what should i begin to account for or change or tell my CPA to make my taxes go smoothly 

This allows us to make sure you're a real person and also a seamless transition if you decide to continue with a paid subscription.

It was a great transition from the dorm, offering him his own space at a fixed cost.People often look down on rooming houses, seeing them as a last resort for those without other options.

I’m about to transition into beginning of the school year mode, but I’ll keep it in mind!

And what are the requirements for those funds during that transition (i.e. do the funds have to be in a separate, isolated account - or escrow - similar to 1031 Exchange) when/if there is a time between the Sale of the first and Purchase of the replacement?

It's also an old city with some geographic constraints to new development...if you're close to public transit in a good location, there's always going to be upward pressure on price (and rents) and limited supply. 

Would you recommend starting with townhomes and transitioning later into single-family units and apartments?

As for overseas based investing, @Travis Watts has talked quite a bit about his experience of buying properties on his own then gradually transitioning over to syndication investing.

., I always found that the steepest part of my learning curve as I transitioned from SFR to STR to Commercial land development and MF (all using 1031 exchanges) was learning what "didn't translate" from the prior type. 

Now how can you qualify: -your employer can write a letter stating you are or transitioning to 100% remote worker, if this is allowed;-obtain a transfer letter with your current employer-you can get an offer letter with a new company, letter must be non-contingent, and a guaranteed salary.There are definitely multiple possibilities.