From your experiences, what is a good/effective/quick way to have the current occupants move out? 

If you don't have time or don't want to spend hours learning on podcast or YouTube then it may be a good fit for you. 

Even five years ago, most properties on my street were either vacation homes or full time residents.

It's time, though, for me to expand into new opportunities and learn more tricks of the trade to grow a robust portfolio.

You could probably just do the search yourself (Google etc), however skip tracing companies specialize in this and you're really paying for the expertise and YOUR TIME.

A lot happened in a small window of time so it’s hard to say.

I hear Section 8 takes time for your house to be inspected and approved.  

Sometimes they include annual increases and sometimes they are flat for extended periods of time so it is very important to understand how the base rent is structured prior to buying a deal.4.

We've got a large 3 bedroom cabin with somewhat conservative rental projections for sale that I think if people actually saw all the returns on the investment over time, it would be a no brainer.

A better question is what happens if the SELLER can't close in that scenario.Accordingly, many assignment fees are paid in 2 stages... 1 at time of assignment (often into escrow) and the balance at closing.