First you must correctly place them in a shoe pyramid and contemplate the buy and sell options whilst listening to Moondog and focusing on what would Mafoofan do in my position, back in the day, before he eschewed cordovan # 8 for the life of a mountain man.

The rest should be a proud journey on Ebay or Etsy. Perhaps even, Craigslist.

Of course not, I am a zen master leading you to your own sartorial resolution about style and everything.

The question can only be answered by you and no other. But I posted a reference to the infamous killers Leonard Lake and Charles Ng earlier, many of their victims were selling stuff in newspaper listings of the time. From that perspective, selling stuff is not always a good idea.

Your shoo collctions sounds truely wonderful. Don't sell any unless they are a poor fit.