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I tried to tidy it up to meet strict Wife Aesthetic approval codes. I have a form-fitting, natural wood box cover (with small see-through slats on the sides for ventilation) covering a downstairs floor junction much like yours about 2'x2' that doubles as a mid-sized floor spot lamp stand. If this is in an area where people will be peering and poking about, a simple box to cover the cables and racks is a lift-off/on remedy I use. You can buy special form fitting grommets to fit the conduit, even square, but they're pricey, edging like Johno has is great for box rims. A tube of pro 'goo' will fill the space around the cables and cover the sharp edge of the conduit, with the cables in the center, so within a couple of minutes it will seal into a plug, removes moisture and insects from the equation, and can be pulled out/replaced as needed.
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If the sharp edges of the square conduit or box edge is a worry, a quick/easy fix is fashion a grommet with good quality silcone. If you have room in the floor junction area, I agree with your idea of pulling more of the cable exposed on the floor, into the box.Electrical tape or velcro is your friend if you want to tidy up for strain relief, like is on the grey cable bundle. If you're not in an earthquake prone area (in which case, you're going to have greater concerns) as long as no critter or person has access to the area, to chew or tug on the cables, it looks like you meet guy-type wiring codes.
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