you owe her zero Does not sound like you’re a good fit to get real complicated and detailed on how you approve and deny people so keep it real simple.

Our situation is complicated, so I am having a really hard time getting any calculators to give us a good assessment. 

This seems overly complicated if you're just starting out. 

Are there certain tax implications that will complicate this?

Since you are only occupying your second property, you can take out a loan immediately, but you will be subject to qualifying for the full carrying costs of both properties.Regarding taxes, I have some clients who prepare their own taxes since they are comfortable with tax law and their taxes aren't overly complicated, but I think that the majority of my clients with large real estate portfolios tend to hire a tax preparer.

These are very complicated deals and probably not appropriate for a first time park buyer or someone who does not have a lot of capital at their disposal.

Does this make since or am i over complicating the whole thing?

Hello Bigger Pockets!I'm happy to say that at the end of April I closed on my very first property. Yay! I purchased a two family in Haverhill, MA and I'm eager to get in there and start improving. Here's the catch, th...

To complicate it a bit more, I’ll add that we were also contemplating doing a flip as our first deal, then switched to the house hack idea, and now are going back and forth on which might be better to start.

Little more complicated, but once I'm educated on the topic and understand it well, perhaps it's a great option.