I have seen this a few times with the CT6 and midsize cart bags, so you are not alone. The CT6 top cradle is a bit shallow and some Titleist bags just do not sit deep enough, even when the handle is set low.
A couple of things that usually help are flipping the bag around so the strap channel...
That’s really helpful info, cheers. Good to know walking is fine, that was my main concern. Sounds ideal with the pull trolleys included, especially if the only real climb is the 17th. Looking forward to it now, and thanks again for all the insights 👍