. - Downtown location, near restaurants and a 3 min walk to train station- Only 2 off street parking spots, street is permit parking only but there is free parking down the street- Units have just been completely renovated- The city does not have any ordinances against short term rentalsThe biggest hurdles for me are: we're about to go into a slump/down season; potential parking issues; and if one of the other units were rented long term - dealing with the hassles related to that.

Any buyer purchasing as a primary residence will encounter the same timeline hurdle.  

You should research that lending hurdle a bit.

Life is such a funny thing sometimes - and I'm right on the opposite side of the fence to some extent here; I'm not necessarily a "big gov't" or "small gov't" guy, but I am a "don't be an unreasonable pain in the *** gov't" guy, and at least in my neck of the woods permitting is a royal PITA for very low value.

It's a hurdle, no doubt.

Cost me 5k, the upgrades were not unreasonable, and the electrical work included safety improvements.

Moreover, their failure to respond to guest reviews without the owner's intervention adds an unnecessary burden to property management.Their supposed 90-day stay requirement is another hurdle.

IF you surpass the first two hurdles, you're then facing starting HELOC rates that are easily 12%+ Higher than what a traditional DSCR cash out would run you.- HELOAN option - There is a small chance that you can pull out the equity using a DSCR HELOAN but make sure to calculate the blended rate and total payment before moving forward and comparing that to a full new 30-year fixed loan.

If I get a house under contract for 70% ARV minus repairs, would it be unreasonable to ask the investor for a 50:50 split?

While the property has demonstrated tremendous potential for us to this point; acquiring it came with many hurdles.