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This step was confusing. I couldn't figure out how I could possibly check this, so I ignored it and it worked fine.
Thanks for this comment--I had the same problem and only figured it out because of the info you provided. To the copywriters maintaining this guide, I'd recommend updating the video to show what the process might look like if you need to wiggle the SSD into the slot.
Hi Courtney - You're right that this step is lacking in key details, but you didn't really do anything wrong. You need to turn the computer back off, then insert your USB, then turn the computer back on with it already inserted, and it should go directly to the windows installer. (don't be discouraged - this is also my first time so it took me some time to figure out!)