re: Little one on the way

In retrospect, make sure you save for your retirement until maxed out. If you have money left to fund a 529, that is good.

My kids ended up getting big scholarships so we had money leftover.
The 529 will let you change the beneficiary to others including grandchildren, your self, your spouse, niece and nephew.

Outdoor vacations like the beach, mountains, or Grand Canyon are better than theme parks.

You don’t need a bunch of different activities every week. Play sports in season. Play a variety of different ones.
Some team, some individual. Don’t overdo the sports thing until they really want to pursue it. Eighth or ninth grade is the earliest I would consider travel ball. By then they would be big enough and played enough to really want to do it more often.

Pick a hobby to do together. Repairing small things at home, cooking, chess, bridge.

Resist the expensive photo session. I’ve got museum quality photos of my kids that cost a fortune, but your phone can take a good picture. School pictures are not any better than you take. Most men will agree with this. Most women feel obligated to purchase the photos.