That looks nice. Looks like lots of pocket options.
I’m carrying my stuff in separate sleeves in a Waterfield Rough Rider:
https://www.sfbags.com/products/rough-rider-messenger-bag
Within that, the MacBook Pro goes a Waterfield Dash Sleeve (the black ballistic nylon version):
https://www.sfbags.com/products/dash-macbook-ipad-sleeve
The iPad Pro goes in a ProCase sleeve: