Are you purchasing an investment property or 2nd home?   

I also know I can look at ways of borrowing against that equity (HELOC for example) but I also just feel like if I take debt on that property the cashflow goes down, and then if the association also takes the loan it goes down more, and at that point I don't know why it would be a better option than selling before August. 

I am planning to build a portfolio dashboard for my properties in Excel, and I have a pretty good idea of what I want to see about them individually and combined. 

I’ve househacked a handful of properties and am currently doing so now.

For example, I hate to sell anything, but I am selling two properties to raise funds for a new primary that meets my goals.Study the market and really lock in what it will rent for.

People house hacking have far different expectations than someone buying properties with cash. 

If my property is a duplex, I'm assuming I can add the 3rd unit as an Accessory Dwelling?  

Letting Go for Your Bottom Line: A Lesson for Real Estate InvestorsHey BiggerPockets Community,If you’re a real estate investor, whether you own rental properties, flip houses, or manage syndications, there’s a critical lesson that could boost your bottom line: Letting Go.Many of us get into real estate because we want control over our financial future.

Property owners are a prime source for collecting revenue.

Similarly, if you put several Class D tenants in a Class A 4-plex, what do you think will happen to the property?