Excluding Missouri and Kansas, which have guaranteed tags, I put in for 6 states. Annually, I spend about a week and a half hunting turkeys in Missouri and Kansas, and about 2 weeks of vacation bowhunting whitetails in Missouri. I only plan for 1 western hunt a year, while building points for the rest. If I don't draw a tag, I hunt CO OTC elk.
As far as savings and financial stratagies go, when my wife and I got married, we decided that it would be in our best interest to keep separate checking accounts. Each month, we each place an agreed upon amount into a joint checking account for our joint monthly expenses like the mortgage and other bills. The rest of our money stays in our separate accounts. That way, I don't get bent when she spends our money on a stupid Coach purse, and she doesn't blow a gasket when I spend a bazillion dollars on elk and deer points.