The real test will be when a tenant has an emergency. 

If you don't have a point of contact at PadSplit, I'd be happy to connect you with one so you can get the ball rolling ASAP. 

Funny how, as the years roll by, there’s been a major shift in my approach.

I'm trying to stay level-headed and unemotional about it (it's not going to kill my deal regardless), but this doesn't pass the common sense test.  

Once you have a shortlist, sign up for an account with each one and test them extensively to see how they function.

Fix that and re-test with a hose...

There are so many real estate investors that are cash rich, but don't show much income on their taxes, so you having a great salary could be a real asset to someone like that to obtain traditional financing.I certainly wouldn't look at the 1 bed condo as waste, I bought two one beds in North Brooklyn years ago and am not selling them to roll into multi families, you could do the same thing with some patience. 

All that being said, beggars can't be choosers, and when you're going after your first property it's more important to get your foot in the door and learn the business than it is to make a killing on your first unit - i.e. if you have to make a slim margin to get a great case study, that's better than trying to charge 30% for something you've never done before and spending a year trying to convince someone to roll the dice on you.

So they are selling and rolling that into several income producing properties.

However it’s hard to get that ball rolling without any deals under my belt even though I do have experience with managing a syndication and property management through my professional career.