I search the MLS for key words such as owner financing and seller financing, but it doesn't seem to be that much on the market.

It's worth a Google search to check out some of the demo's and such. 

IF any thing comes up in the search then thats when my questions come up that will require clarification on their part.

You can do a search here on BP and find other posts on the topic with other unsatisfied customers.

My wife and I are currently searching for our first investment property after about a year and a half of soaking up all the knowledge we can.

If there is time to make your offer you might have the title searched to make sure there are no other liens that need to be taken care of.Unless you feel that owner will not be angry if he finds out that you are assigning the contract for profit, you might want to budget for 2 closings if you feel the possibility of him being angry about you making money. 

I'm currently searching for my first househack as well.

Before you get too far, do some basic title search.....you may find a large mtg, liens, back taxes, demolition order, etc.

It's been helpful for me to remember that there is no such thing as a dumb question, and as you come across obstacles in search of your first deal there is usually a strategy to overcome them. 

I have done some searching on Zillow and it does seem to be in the ballpark.