because a trust will allow you to skip probate if I were to kick the bucket, and with kids etc. you want to make sure you have everything lined up for when you are gone.

One bucket of cash flowing properties, and another bucket to continue scaling/growing for generational wealth.Be sure to keep everything in his name to take advantage of the step up in basis when the time comes. 

I got back a drop in the bucket and have been trying to rebuild ever since.

I am about 9 years in the roomie/tenant house hack (where i basically PM'ed for the LL from the inside); and about 2.5 years in the roomie/LL bucket. one piece i will add, i try my best to not "call shots" and keep things pretty democratic/ open for dialogue discussion between everyone. unless its a safety issue (or a liability issue, like guests can be)... i prefer this to be "our home" instead of "my house". 

You will need a cost segregation study done by an expert, who will break out all of the components of the building into different buckets of useful life.

@Katie Miller Its a big bucket and you have to decide what your real estate investing bucket is going to be filled with. 

A LLC is just a bucket for carrying something around.

In my companies stock account I do see all the different buckets of prices I purchased the stock at. 

Can you provide a little insight as to how you would tailor the message in a direct mail campaign to each demographic segment and how you usually segment or bucket each group?

If it was over-priced $200k, $50k is a drop in the bucket.