Let's recap
You own this
and then you own this/these
and you want to fill the first one with worm????, lol. I think you should take door # 2 and fill those planters with worms. For starters..see that plank on the ground there.........do that all the way around each planter. You'll harvest that worm shit in the fall by rolling the plank. Earthworms..........eat down several inches, roots and all . You will definitely be ahead of peepee's 1 quart every 12 weeks. Then, after you harvest your veggies.......you plant covers......which are worm food and in the end.........all that soil will be priceless, all those root balls re generated into soil you can use again.
You can feed them table scraps as well, lol In fact ANY tablescraps you want, you don't have to grind anything, you don't have to sort anything out or exclude anything or be careful at all. They can stay outside in the winter
Worm farming is cool, whatever, you already got infrastructure in place to decimate anything you'll get from that 18 gallon tote. I see those posts are high enuff for another round of side boards.........you're loaded for bear, why mess with a tote?
One other thing about those boards that would surround your planters.........no more need for the weed wacker........you can run the mower right over the board and done.
But take it with a grain of salt, I'm not any type of internet guru, just somebody that grows a bunch of stuff and doesn't have time to waste.