Each bedroom shouldn't need to go through the common area to exit the building4.

I'm just thinking of the different scenarios I may encounter once it's actually time to purchase these investment properties.

For the folks north of 30% DTI, buyer expectation shifts are not meaningful because real qualifications just aren't there.The best case scenario folks-- dual income, no kids, no debt, have minimum 10% downpayment, sharing a 1br apartment under $2k in a average COL place looking for a $450-550k house is literally the only type of folk that is waiting for this "expectation" shift.

My advice is good advice, but it's common that most people new to wholesaling still think they are going to make a mil in a year and only want to hear the good stuff.

@Garrett Matthew Hester By taking a cash out refi, I don't see a scenario where anything is "cheaper" than what you have given the higher interest rates. 

Keeping with the 4 plex scenario, State funding via MEDC pitching in 50% of that 1M  (500k) once the Certificate of occupancy is received.

As Sean Wagner mentioned, the city of Chicago has adopted their own regulations on charging what's commonly referred to as a "security deposit" you need to do it another way. 

I think your income easily justifies a common-sense, time-proven method: increase earnings, reduce expenses, save, and invest.

I'm going to get a survey regardless, but I'd like to line all this up before I start spending on soft costs.The weird thing is I see other investors doing these DADU deals and I've never heard anything mention the above requirements / scenario. 

This helps you identify which factors drive the best returns and make confident, informed decisions.It’s also important to test your numbers with scenarios like higher vacancies, unexpected expenses, interest rate changes, or rent adjustments over the years.