An example of a mistake was a line item for alimony that I found on my taxes (I am single and have never been married).

If they get married it will help her earn SS benefits, etc etc. 

(I am usually lazy about courses and pick + choose my engagement) This feels very different from most things I have "tried" to work on in life (except for when I turned to RSD and Owen Cook a out 13 years ago to improve my dating life which resulted in finding/ attracting and marrying the girl of my dreams!

Once you are married, you are going to want your alone time.

My fiancée and I are getting married in November and will be moving into a different rental in another part of town shortly after.

So if I understand this correctly, by qualifying to extend the 5 year rule to 10 yrs, $250k if single or $500k if married of proceeds from this sale would be exempt from capital gains? 

all are new constructions and I don't know how she is gonna be able to find 750h of work to do in these new construction houses.Any help appreciated Good questions, first the IRS requirements to meet Real Estate Professional Status (REPS) are: > 50 percent of his/her time working in real property businesses; AND, 750 hours of service during the year ANDAt least %5 ownerIf married filing jointly, one spouse must meet 750 hour requirement on their own.

You could file "married filing separately."

For starter, I am married to my 9-5 job and looking for a way out.

Time spent as an investor or in activities not customarily done by an owner does not count towards the 500 hours.One thing to note is that if you are married, you can combine hours with your spouse's to meet this threshold.