One of the great things about this hobby is being able to network with so many other guys through league, shows, forum groups, etc. Because of that, it doesn't matter what game you buy first. If you don't like it, there will always be someone else in the hobby who will buy it from you or trade with you. The games you buy don't have to be a lifetime investment. Buy a game, play it, if you want to experience something else, sell it, and so on. I've owned over 50 games in the last eight years, but my gameroom only has room for five! Some titles I've owned more than once, some titles I will never own again.

Find something of fair value, and if you don't like it, sell or trade it for fair value.

You mention being afraid of maintenance. This hobby has a wealth of resources, and most of it is free! You also have a ton of guys in Nor Cal who would be happy to help you out or talk you through any maintenance issues.

Good luck on your first purchase!