I'm of 2 minds on this question.
When I was looking at bolides a few months ago I altogether intended to put my initials on it. It seems very special to me, that way. I've inherited things with my Gramma's initials, even great-greats initials. SOOOOO special! I tear up looking at some of it.
BUT, then there's the "practical" emelent to it. What happens if you need the equity in the bag? It would hurt your resell, definitely. Although I have had a friend say the heatstamp made her WANT to purchase something from a reseller since she really felt Hermes would only stamp real and no counterfeiter would hurt their sale by faking it. So, it's a thought.
OR another angle: married names! If you're single, what if you got married and changed your name? Or a spouse left or passed away and you couldn't bear your "old" initials?
Either way, a single letter would be somewhat universal, but seems like a couple years behind that big one letter initial trend that was on everything from clothes to bags to china patterns!
Wow, I didn't help at all. I suppose one way to be absolutely sure you WILL like the intials later is to inscribe your daughter's initials (if you have rug rats or teenage gals) and eventually pass it down to her!