Sold 7 boxes of stuff on ebay - need shipping advice

lysdexia went on a bit of a rant said
1

Ok so I used to deal in refurb/modded consoles back in the day. EASY - send the console in the oem box within a box.

I’ve just begun a new job where half my time is spent as a tech and the… F that, 1% is spent on eBay commission - so I wanna do my first order the right way.

Here’s my question then:
I’ve sold 7 of the same item to one gentleman in TN. The auction listed the items new/other (new, opened boxes).
Would it be kosher to:

  1. Break the boxes down (being careful not to destroy said boxes in case the guy is a reseller or has a fetish for boxed items), compress the foam into one bundle, bubble wrap the actual contents and neatly fit everything into one package.

  2. Use either one massive box or two slighly less massive boxes to ship the boxed items as they were seen in the ad photos.

I want to do this right like my job depends on it (it doesn’t but). I also don’t want to waste money, as that’ll cut into my commission.

What say you, my much more brave (and perhaps less ocd) mehtizens?
This needs to go out tomorrow, so any ideas I’ll take but not necessarily use if they’re shit, and no promises on not ridiculing you for said shit ideas.

Thanks, and this is time sensitve assholes, so don’t post up your suggestions 2 days from now thinking that will help.
I love you all!