Joined bigger pocket to achieve my dream of owning a dream house in (already crazy) Hawaii market haha.

That's a house of cards ready to fall down fast. 

One of the units is currently rented, so it would probably be great for a house hack.

We've been going to duplex open houses in Cleveland & Akron and a few showings with our agent who has more experience in the Akron area, to learn about neighborhoods, price, quality, etc.

Have a six figure 9-5 but exhausted of corporate affordable housing world bs.

House is worth 260k and we owe 200k on it.

We had a tenant HUD approved Section 8 where we had 12 people ina 4 bedroom house. 

A couple strategies that could make sense for a younger person without experience could be a live-in flip or a house hack.

The good thing about the houseGood monthly cash flowGood interest rateIf its a headache property, I would sellIf it doesn't have much maintenance and you have good tenants, I would keep it.If you do decide to sell, you have about $200,000 of equity which you can buy 2-4 houses with when the market is more favorable.

I considered starting out house hacking a MF, but it will only increase my monthly expenses, not lower them or provide cash flow.