Preheat oven to 425°; chop cauliflower into 1-inch pieces, spread on a sheet pan, drizzle with 2 tbsp oil + season with salt/pep; roast 10 min, then flip veggies over + roast 5-10 min more until browned + tender

Meanwhile, heat 1 tbsp oil in skillet over med-high; pat steak dry, season with salt/pep + sear 3-4 min per side for med-rare (for more well done add 1-2 min per side); for best results, use tongs to hold steak up on its edges for 1 min to render fat crispy; rest 5 min + cut into ½-inch slices

Add salad kit to a large bowl; drizzle with dressing, croutons, cheese, herb seasoning + toss to combine

Divide ingredients to 2 plates