I have come across this Medal from the Columbian expo 1892. Sorry for the cell phone pics. I haven't purchased it. My question is would you pay the price on the flip or Haggle the price down? Below is a write up on their rarity, only 44 made. https://www.pcgs.com/News/so-called-dollars-of-worlds-columbian-exposition And one that sold on HA https://coins.ha.com/itm/so-called-...ith-original-presentation-case/a/1100-29354.s and another from coin week https://coinweek.com/coins/medals-and-tokens/1892-3-columbus-called-dollaraward-medal-obverse-die/
I don't know anything about these, so take this with a grain of salt. I like the token; I LOVE St. Gaudens. I would be tempted to buy it. The one on Heritage is a lot nicer and sold for $517.50. He misspelled "St. Gaudens". If it were me (and most people aren't ;-), I'd ask him if he was flexible on the price. If he asked me for a price, I'd offer $180 or so. If he won't budge, I'd buy at $200.
Based on its rarity $200 seems a good price. However the ability to flip the piece for a profit would be predicted on finding the right buyer. At $200 it seems the current owner still hasn't found that person. I'm sure there's collectors but could be a long wait before you see any profit. To answer your haggle question only thing that beats a try .... is a failure. Never hurts to ask for a better price.
There appear to be about ten sold listings on eBay for this medal, or reproductions of it, just in the last few months. That makes me question how many reproductions are out there, and whether the one you posted is a reproduction...?
In the last write up from coin week, Avgustvs Saint Gavdens Fecit has been effaced from the die, I wonder if the die was effaced for the reproductions?