Basically this entire plan is based on us finding a property at least at a 20% discount so we can sell the house in a couple of years and then get another FHA loan and repeat the process until we can buy a commercial property.

We're hoping she can repeat a couple more flips before she purchases her own home.  

Or does he just keep repeating the cycle ad infinitum?

If none of that, go up to the parents, move over to their relatives and repeat.

Rinse and repeat.  

In most jurisdictions when there is no written lease, there is a default, implied lease in effect which is frequently a month-to-month term.In such a case there is no need to evict, just simply serve a notice of termination.One caveat which comes to mind: some jurisdictions (including our home one) have the concept of a long-term tenant coded in legislation and afford additional rights to such tenantes.  

@Jordan DecuirAdvantages (for me)Volume of transactions and repeat businessUsually less emotional and more fact based decisions which fit my personalityA niche that many other agents aren't good atI get to help people build wealthI like numbers and analyzing dealsI was an investor before an agent so I understand themDisadvantages (for me)I walk through lots of junky houses and I like to dress nice usually lolMany offers to get a deal (being paperless helped this tremendously)I won't call it a disadvantage but the fix and flips and small multi families I work w investors on usually have a smaller sales price than the retail buyers.

You can also repeat this with a multi-family property. 

That's when I realized that I hate to drive 1 hr to just get there, and stuck in the traffic frequently make it even worse.

Or, more frequent, smaller increments (i.e. $500-$1000 a week, for example?)