And businesses I frequent over many years seem to change their POS systems often. I’ve always assumed that every year there are a bunch of new startups using their VC funds to give away free iPad minis. When the cheap hardware breaks or the software company goes under, there’s always a new one to take its place.
- the e-commerce integration (Weebly?) is very limited and the resulting sites are dog slow
- the POS itself and the backend don't work when you have hundreds of SKUs and many variants
- there's very little customization or support
My business wasn't huge but we were doing ~300k revenue annually online and in-store. We started on Square, tried Lightspeed (also garbage) and finally ended up on Shopify (best of a bad lot).
Despite making noise about "supporting small business" Shopify makes most of their money from e-commerce for giant brands. They've tried to juice returns from small customers with merchant cash advances but my sense is they make more doing professional services for big e-commerce brands
And more importantly, the entire premise when Square launched was that app-based "cloud" PoS systems would replace all traditional cash registers. Except now 15 years later that simply hasn't happened. Existing players in the space all caught up and shipped chip and NFC readers to their retailers, and that's all that was needed.
I run large public markets, the vendors are still almost entirely square just as they were ten years ago.
They have failed to make inroads into larger businesses like chains and stores, but that was never their customer to begin with.
Their lead absolutely has shrunk. In the mid-late 2010s it was either Square, or a bevy of shovelware Windows POS systems loosely stitched together with a tablet for rewards and maybe grubhub. Clover and Toast are both regular sights in that space now.
It has though, by a lot. Toast in particular has eaten Square's lunch in the restaurant industry and now they're expanding to retail. Even NCR has caught up, along with a long tail of newer competitors eating away at market share.
There was a window of time where Square was the default choice for small biz POS and that is most definitely not the case anymore.