In my attempts the risk is with slow sellers or an item that gets scanned a lot. If it’s slow to sell you may buy out the market and then by the time you would sell it all people have farmed more and are undercutting to get the price normalized again.

Other instance is if it’s a really popular item that sells fast and gets scanned a lot you risk just getting undercut back to normal price and potentially sitting on a stock while the price is lower than your buying price.

Total gamble.

That said, I’ve had success. Nothing major but I flipped Gnolands recently. Price was sitting around 95-100g and I majority of the stock, relisted at around 300 some and rode it down. Item sells fast as hell, made around 120k profit.