How can you estimate how low of an offer the bank will accept or deny ?

But I think his hard work and rental history is at least enough to see if he's got a chance to actually own an asset with equity and continue paying on the note.

I estimate $30k for repairs.

Also, our mentors told us we should have our contractors look at the house first to get an estimate but what if the contractors themselves can't find all the issue. 

With that, I have my eye on 4-plexs which have the best chance of cash flowing, though on the MLS there are very few, so I’m probably going to need to be creative and patient. 

Though he was telling me it's impossible for him to give 100% accurate repair estimates without looking behind the walls.

I think that I over-estimated the CapEx and repair costs.

Fall 2017 hit, that was your last chance to find a bargain in anywhere within city limits and anywhere ITP for that matter.

You will be able to leverage their relationships to give you a better chance of competing.

You have a better chance of winning the lottery and that is the truth.Find someone who has gone down the path you want to go (sell your business and retire with real estate) and then emulate them.