Looks like he is doing good at the other location but like you said his profit margin is really low and can't afford high rent. 

As the estimates starting flowing in for the triplex, though, I knew the chances of being able to afford a renovation on the Victorian were slim.

@Jonathan AlmanzaYou can’t time the market so look at the market in front we are in today and get real clear on what’s important to you and what’s affordable to you.

Once you get past that...Now, you have lenders with cash they can afford to lose. 

Thankyou for the advice, priorities right now are to settle into life back home while continuing to save and network until I’m ready to pull the trigger on my first deal ( maybe once the uncertainty of COVID 19 has settled ) I think I often fall into the trap a lot of youngsters do of wanting flash new cars way before you can realistically afford them. 

Tenant-2 wants to stay in the house and finish out the lease (which is only a few more months) but he can only afford half the rent payment.  

Because anyone who can afford $2200 in rent can easily afford a $200k house. 

I couldn't afford to hire contractors for the kitchen, bathroom, electrical work, and garage repairs.

Sometimes in Chicago, if you can afford it, a good find is a block with nosy neighbors & you've bought 2 or 3 of the ugly houses & the block captains become your security for those homes.

How much can you afford, whether it be cash or with financing.