I have an issue with my 14 way also and I have a Bag Boy Quad XL. It states that the cart is built to hold stand bags better with a specific design. The 14 way does sit fine in the cart but not in the specifically designed area. The 14 way is a bit larger than normal stand bags also. Not sure how the Big Max is designed, maybe a photo of what the bag looks like in the cart would help.

hummmm......this is not good while I am in the middle of my research for a new bag.

I would take your cart with you and fit the bag when looking for a new bag! Mine isn't as bad as Chris M's sounds! It takes a minute more for me to make sure the bag is set properly but it never moves and I have no issues. I would take that extra minute with the Bag Boy Quad XL than change bags. I love my 14 way!

Also I love my 14 way, but combined with the Big Max Blade it's not the best. Never the less I strongly suggest the 14 way, as it's a great bag with sufficient space for all your stuff!