Originally Posted by Sly

What exactly were you trying to explain to him that didn't sink in?

If I was your brother I would be doing the same exact thing. The more money you make, the more you pay in taxes. So you find new assets and investments to acquire that not only lowers your profit (and taxes) but increases your assets, future profit, and overall worth. Of course, as the profit grows its a continuous problem of spending the additional profit, but thats how the cycle works.

He can pay a load of taxes on $20k monthly or he can invest $18k, pay taxes on $2k, and walk away with an asset that will generate income worth at least $18k.