Personally that would be a pain to maintain and do lol

And personally I put way more weight on buying the right location as a buy and hold investor than saving some dollars on the front end. 

What I take some issue with is the techniques that guru's use to up sell and so on .. and they do nothing to qualify if the person paying them if the program does not work they are now into debt to the eyeballs and so on but then again who are we to say at some point.. think of  Hewlet and Packard they went into 15k worth of debt to start HP in late 40s or early 50s and that was a ton of money then :)

I have personally stayed in one of these places where the main house is separated, and only the basement space which has a walkout entrance, its own kitchen, and two bathrooms would be rented out an Airbnb.

I personally think it's worth it.

@Dan Groveyes, go to meetups (real estate or business) and meet people in person and build a networkbut... no offense... i don't think funding an entry fee in second position is a particularly compelling investment

This will allow you separate business income and expenses from personal income and expenses.Since you plan to house hack your bookkeeping and tax return preparation will be more complicated because a percentage of your home expenses will be personal deductions and some will be business deductions.

Luckily, due to the number of items this person had at the home, we added charges for each day beyond the set closing date for them to vacate the property.

Research comps in the Milwaukee area or connect with a local appraiser to estimate your property’s potential value.Depending on the rental income, you might explore DSCR loans for your refinance, as they rely on property performance more than personal income.

No need for a PMS with only one.AirBNB and VRBO can handle things for you.In the end you won't save much time with only one STR.Plus, personal correspondence really works well to boost those 5 star ratings.