I thought I was on top of the point game with my son because I missed one year in my home state and then realized I had put myself behind the 8 ball.
I started putting my son in every state we hunt in and a few we don't. We have now been able to cash in some of those points on some great hunts together. He thanks me often.
Our only regret at this point is we didn't start putting in in more states that we haven't hunted.
The issue for us was having enough cash to apply in all the good western states.
If that is the case for you, pick your poison wisely so you don't have regrets down the road.
As for not making it easy for your kids, I'd say that lesson can be learned in lots of other ways. If your "younguns" are at all interested in Sheep, Goats, Moose, etc., their only chance at all is to start chasing points while they are young. If you want to "make it hard" for them, have them get a job and participate in paying for the points.
Best of luck. My absolute best hunting experiences have been with my son by my side, and they are most amazing when he is the one toting the tag!