I'd vote WF as you can have the front outside compartment separated into two to hold lunch on one side and various things like a coat, electronics, etc on the other with the rear compartment being for laptop, notebook, etc maybe with a Freudian Slip.
As a side note, I've frequently used the
Wildkin lunch box which fits perfectly into the front small compartment of the WF (with room left over) and some colorways are only $8!. (I don't like to eat out for business travel so I'll typically make a bunch of salmon sandwiches, freeze them, put them in the wildkin, travel x-country, and put them in the fridge when I get to the hotel and they're still frozen!)
The other nice thing about the WF in backpack EDC mode is how the divided compartment now has a top and bottom and they're on the away-from-you part of the bag! This makes it great to carry more fragile items in the top small compartment which ensures nothing gets squished when hiking the bag and/or turning it for shoulder/briefcase mode, plus your laptop and heavier e-items are next to your back totally protected. The water bottle holder pocket is also great for a light jacket, travel umbrella, shopping bags, etc
Here's me travelling in Seattle using the WF as an EDC (and used it shoulder-bag style for air travel). For reference I'm 6'2 and wearing the bag low.
Lastly, as an FYI, the DLBP fits perfectly in the main compartment so you can use it as a packing cube, as does an Eagle Creek medium folder if you use those for packing. For business travel, I can get 3 suits plus underclothes in the WF and still carry the Wildkin and other things - then when I get there I switch it to briefcase mode.
I'm also considering using the WF as my new personal item for 2-bag travel with maybe a 2nd WF as my backpack bag! Maybe the Trinity will solve my 2nd bag issue, but that won't be out until later this year.
Here's the Pilot and WF in travel mode with a week's worth of stuff.