Am I understanding correctly that your ideal plan A scenario is to hold the property, and then the fallback plan B option would be to possibly resell the units 1 by 1? 

As soon as you start hearing a client use bigger pockets type terms, like "house hacking" or "brrrr" or "1% rule," you want them with a LO on biggerpockets.com, no one else knows or uses this peculiar vocabulary, ideally you want everyone speaking the same language.

I suspect more phone calls to clarify their records on each property I deal with.

My ideal scenario would be to attack fixer uppers in one market and turn it over to a management team.

If you can, then maybe you should, but also imagine there's an island real close they could swim to, which isn't ideal but they're not going to drown.

Eventually you will get an opportunity and have to take advantage to start your own thing but I strongly encourage everyone looking to start, to keep learning, network, and find a way to learn while helping add value to another person in real estate (ideally real estate investing).CT is an attorney state so we don't have title companies.

(let’s say your deductible is $25,000).To add a buy-down program to your protection you would look to max your policy deductible (typically to $100k, $500k, or $1MM), which will decrease your premium.The Buy-Down program deductible could stay the same or decrease from than the original $25,000.The program provides coverage from your buy-down deductible up to your new regular policy deductible.The program would be an additional cost, but ideally would save money OR keep costs the same while lowering out of pocket expenses.Part 3 of 5: Who has access to Deductible Buy-Down programs?

The market is hot across the country so this might be the ideal time to dump this property.

That being said i would strongly recommend one for a couple of reasons.Until you have a solid understanding of the ins and outs, standard practices and the risk involved its always the smart play to enlist someone that does, also you will need a title company as well and most RE attorneys i deal with also take care of the tittle side of the house. 

If you want to match then you can do it.