Let's do the math, here: "for small businesses processing up to $250,000 per year". So, the most you're processing is a quarter million/year, and you're paying 275/month = 3300 per year. $3300/$250000 means you're paying an effective processing fee of 1.32%. That's a big savings over their usual 2.75%, but it's still probably more than the big players are paying. And that's assuming that you use it for optimal efficiency. The breakeven point is ($3300 / .0275) = $120,000, which is reasonable, all things considered - I know a couple of small shops that do ~$200,000/year of business. I know a friend stated that his breakeven point for his small shop was $400 in sales a day, and that he was living well on ~$600. It would probably be advantageous for him to move entirely to Square, based on those numbers.