Flooring – Starting point of herringbone pattern with double accent border

I'm excited to attempt a complex entryway pattern, but I'm having trouble figuring out the best way to start.

The idea is to have a herringbone pattern with 36" x 6" large format wood look porcelain tile centered in a surrounding symmetric double border separated from the herringbone pattern by schiene edge strip. The outside border is also finished with edge strip where it transitions at doorways.

The floor has been prepped, stratamat has been applied measurements and planning have been completed but I'm having trouble figuring out the best starting point to avoid having tight spaces with the trowel or not being able to place the leveling clips and wedges [levtec] on the right spots where the border would meet the herringbone pattern. Perhaps over thinking it a bit.

The top of this design is actually facing eastward toward the front door and the bottom branches out to the left into a hallway and on the right a kitchen. Refer to floor plan.

From what I read you are supposed to start the herringbone pattern centered on the floor but I feel like working outwards would leave little room for troweling adhesive between the wall and the herringbone pattern without making a mess, however I feel like the levtec wedges can be placed better, and if I start with the border it leaves more room to trowel the inside where the herringbone pattern goes but then I might have trouble aligning the levtec clips on the right locations to meet up with the herringbone pattern later.

The dry run looked like this [ignore the non symmetry of the border, I didn't want to cut anything yet]:

Edit: I will add that the East, South and West walls are perfectly plumb as measured with a 345 triangle, the north wall is off about 1/2" over 20'. One idea was to get the inner border perfectly square and steal some space from the outer perimeter on the northern wall.

Where would you recommend starting this pattern?

Edit: Final thought: trowel direction. Most literature recommends having the trowel lines running in the same direction but also having the trowel lines be oriented in such a way that the lines run in a direction that the air has a shortest path to escape when collapsing the troughs (ridges). In the case of herringbone would we run the lines in a v direction giving each long tile section a 90 degree orientation with the ridges or do we go from left to right or up and down having to spread a large area of adhesive to work around and hopefully not make a mess, this way the ridges run under the tile at a 45 degree angle?

Thanks!