If I'm a huge business getting a lot of value out of a $500/mo SaaS product that does everything I need and is reliable, it would be a pretty bad decision to take a chance on a new $200/mo service offering the same thing.
More importantly, new customer acquisition. At 500 a pop, someone like me could be inclined to give it a go, and I'm just one not-so-motivated guy. That's great passive income with a handful of customers. For 50? Not worth the effort since now I'd need a handful x 10. At 500 a pop, companies with way more resources will outpace and outspend you for that. Less likely for 50. Just my opinion.
* To be clear, the above is a hypothetical. I have zero interest in copying anyone's work, or really any side project at the moment.