I measure... at the start with my hydrometer. I want to know, generally, if I'm in the ballpark of the anticipated OG, because I want to know that my process doesn't suck unacceptably. I'll accept a fair amount of suckage, but even I have limits. If my beer was supposed to be 7% and I get a 6.5% beer, or even a 6% beer... I don't lose any sleep. If it is looking like it might be a 3% beer... I'd like to know that I really screwed it up, so I can address it next time.
And... I did buy a Tilt. And then a second. And I am a Tilt advocate. If you're willing to spend the $130ish... and don't expect it to be 100% accurate as to the actual number... they are FABULOUS. It is very handy to watch the gravity fall, and to know when it has leveled off and the fermentation is done. REALLY handy to have that info without touching or sampling anything. I would be a person that highly recommends a tilt, even at $130ish.