Now that I own, as of Friday, I would like to increase rents to market and I think the Housing Authority rents are in line with where I want to raise them.Do I have any issues raising them early next year?

I'd say escalate with housing authority. 

Sometimes keeping track of all of the small ticket (and big ticket) to-dos can be challenging, especially when you have multiple rental properties for which you need to keep this information organized.While sticky notes and notebooks are definitely super helpful (that has been my process in terms of helping my family member out with some of these action items for their rental property, up until this past summer), it could be a good idea to check out a potential online rental management & success tool that allows you to manage maintenance requests specific to the unit (one that allows you to manage all maintenance requests from your tenants with comprehensive maintenance tracking capabilities, ie. can include photos, time-stamped/dates of requested repairs,  details of a required repair, will provide status updates on a maintenance ticket, and will cc a list of preferred contractors on all maintenance issues, all to make sure that those action items are taken care of for that specified unit).Definitely, something we've thought more about in terms of what might make this process a whole lot easier.

Get an Estoppel Also let the seller know this doesn’t close until you get a copy of the agreement from the housing authority....

That is, tax theory dictates you still own the house directly and use it as a primary residence, therefore you find yourself in the same position.Personal expenses are not deductible for income taxes unless authorized by the Internal Revenue Code. 

Going to have to brush back up on my reading comprehension.

That involves getting permission from the permitting authority. 

As a result our contractor ripped through this comprehensive renovation in record time.

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Hey @Napoleon Georgatos - Welcome to BP (from a fellow rookie in NYC)I'm still in the research phase of long distance investing as you are and some of the tools I've come up with are -Forbes - America's Fastest-Growing Cities 2018 (Purely for brain storming cities and some basic metrics)I'll then search the forums on BP with the city name (People smarter than me may have already done the research)I then read through the Comprehensive Annual Financial Report for the city to get a better idea of what's going on there (BP has a great write up on reading through these)I then like to use Trulia to get a feel for different neighborhoods/school districts in the city to help me decide which areas I would be potentially be interested in.Great questions!