That’s the gamble...

I guess it’s all a gamble really.

I want a linear market because inflation adjusted appreciation is a gamble, no one knows where the markets going.

The only way I would consider what you are proposing is if the equity from your coop is enough to place enough of  downpayment (think 50% of purchase price) on a small multifamily (think 3-4 family) so that the income from the new property is enough to cover all expenses of the new property as well as the loan (or a significant percentage thereof) on your personal residence.It's a gamble that can break you or be the beginnings of your real estate portfolio.

Ours were plausible triplexes BUT there was a bit of a gamble involved.

Very few have been operated as a business...most are, at best, a hobby, where the Owner enjoys doing handyman work (often of dubious quality), at worst, an absolute "investment" Gamble, with no regard for tenants, laws, or much of anything but spending the absolute minimum while collecting the most money possible until their "cash cow" implodes.

It also seems like a huge gamble to operate if I don't know quite for sure the variables involved to make a place have 33% occupancy rate on the year vs 75% occupancy rate on the year.

Stocks is gambling. 

Authentic, professional and targeted messaging.

If you wing it you will fail.According to (my) data with my selected assumptions, up to $5K spend on mailers is a gamble.