I've purchased mine in 2016 too and from your description, I've been crazy rough on my bag compare to how careful you've been treating yours but so far mine still looks brand new or with minimum signs of wear & tear. I've put water bottle & coin purse in it, it has been rained and snowed on multiple times (poor baby). Ripping and cracking of the leather top handle sounds serious to me, you should take it to the store to have the CA check it out for you.
Okay, thank you for your response. Didn’t wanna waste my time if this was a known wear and tear issue. Hopefully I can get it repaired as my bag is flawless otherwise!!