She is not married so her capital gains exclusion is only $250k. 

And, most importantly, I married right.

An example was a line item for alimony (I am single and have never been married).

Congrats on getting married! 

If both the parent and child are married, this allows forgiving up to 4 times the annual gift tax exclusion per year.

In Florida where I live that amount is the first $50,000 for a married couple are exempt.So to put all that into action, let's say the previous owner paid $100,000 for the property 20 years ago and lived in the property.  

You could file "married filing separately."

I have three children and have been married over 20 years as well.

In Missouri, a married couple jointly owning LLCs is generally required to file partnership returns for each LLC, necessitating Form 1065 at the federal level and Form MO-1065 for the state.However, the IRS offers a Qualified Joint Venture (QJV) election for married couples, allowing them to avoid partnership classification by treating the business as a joint sole proprietorship.

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?