As for financing, make sure to explore options for using rental income to qualify, and be prepared for a 20% down payment.

If you're looking for the all-in-one I'd go with a PM software (others have suggested some) and do what you can with it.Then, as you grow further, look at more sophisticated/expensive options.

Yes, House Hacking seems like the most ideal option when considering my first investment (open to other forms of ownership, such as live-in flips as well).

Out of all of those real estate strategies, for me, the best strategy has been single-family homes that I sell on lease options.

So far NNY Homes has stood out as the best available option.

I reviewed about a dozen options.

@Paige Gardner it depends on the person. hml are my last resource, it's a option for sure. 75% too high for me. that's the game for them, that's how they make its money. don't take it off the table but definitely explore ur options. 

As long as you are getting market rent or better and have great options to terminate contracts as needed in case they fill with bad tenants, poor management of your property, etc. it seems like a viable option for passive investing.

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. 

After you’ve found a few options, review them with your agent.