My wife and I invest in real estate, the stock market, and both have high paying W-2s and obviously file extensions every year on our taxes.

Tax Benefits While Building- Create an LLC and pay start up costs through the LLC (architect fees, permit fees, etc.).

I pay off all my balances each month.

did not pay the bills and I had to pay them twice.. 

If your goal is something longer term or diversification based, maybe treat the down payment like a CD with a big potential bonus that'll pay out when you refi when rates drop, or 1031 exchange into something bigger in 10 years. 

Insurance would cover it, I would pay the deductible, and no assets would be lost.If you are in an area like San Diego where people are more likely to sue, a judge is more likely to find you guilty, and the payout is expected to be higher, you may consider an umbrella insurance policy.

You will then get to prorate the gain between the number of years you lived in it (tax free) and the years it was a rental (pay the tax).4.

So instead of paying off a car if you only have 10 payments left or can pay it down to 10 payments banks/lenders (omit) ignore the entire payment which helps lower your debt to income ratios DTI.

What gets your attention or excites you the most?

Min buy in is 50k, pays quarterly distribution. timeline 5-7 yrs, getting very good loan from insurance co source at 6.75% or so with interest only on yrs 1-3 then no defeasance penalties thereafter if they re-fi or sell.