Same exact thing happened to my 2016 deluxe cart bag. Contacted the store where i bought it and they told me there was nothing they can do because its over a year old and they probably don't make that strap anymore anyway. Seems like a design flaw to me. I also had the buttons on the rain hood rip off the material, rendering it useless. Was not too happy with this bag. One of the few Titleist products i have been disappointed in.

Hello Robert N. I had a problem with my carry strap on my 2015 cart bag. I had registered my bag with Titleist as soon as I bought it. I called Titleist and the rep could not have been more helpful. I had a new strap within a week. I register all my Titleist products. I Can't think of any company that stands behind their products better than Titleist. They are simply the best. I hope this helps. Best of luck with your strap.
Play Well,
Steve S.

Yes, same problem that I am having with my 2017 bag. It’s like the clip is too small and separates from the hook. I spoke with the shop where I bought the bag and they couldn’t do anything.

Big Thanks to Donna in Titleist customer service. Called she had a new strap sent to me in 3 days. Thats customer service!