I cannot remember if it was from the same episode or another Planet Money episode, but I remember them talking to manufacturers who were unhappy with their products being sold online for prices much different than they intended to.
The gist of it is that, if you are for example Coca Cola, you want people to think of your products as an everyday item they can drink anytime, not a luxury to be saved for special occasions. And if you are Apple, you won't want your product to end up in the bargain bin. Pricing is part of a brand's marketing strategy and identity. People who price products way out of the range the manufacturer envisioned are detrimental to their brand image and long-term market share.
I learned this (and a lot more) from "Goliath": https://www.simonandschuster.com/books/Goliath/Matt-Stoller/...
You can generally skip the sales tax if you have a business license, or there's some way of registering purchases as being for resale (seems to vary by state here in the US).
I know someone who sells a lot of stuff on amazon. It's mostly books, but they do a little retail arbitrage type stuff too. Sometimes it can be as simple as a store in their area having bought too much of something, so they put it on sale, whereas a store in someone else's area didn't, so there's the price difference. Or it can be a discontinued product that is still in demand but stores in one city have extra whereas stores in another city are out.
The whole point of arbitrage is that you identify and exploit price imbalances. But imbalances tend to balance themselves out eventually, so it's often a temporary situation.