You do realize that what you actually just said is: the difference is large because your valued customers in the second tier with the gigantic 356% price jump, are paying for your perhaps overly generous free plan.
What you maybe should have said is (speaking from a sales perspective): the reason there's a 356% jump in price, is because of an incredible value proposition step up of 1,000% in what you're getting!
I think that price gap is a classic, and very large, opening for a competitor. There's a ~$89-$129 style plan missing in there, that is a logical step up from $59. That's obviously just my opinion. I also happen to be a big fan of charging more rather than less, in the service space; that under-charging is a common mistake young companies make. And I still can't make sense of $59 to $269 as a step.
I launched a new business in the last quarter. It has a user feed system that is fairly standard. I've built several feed-like features in the last decade. I looked at Stream a while back, having run across it while trying to avoid building my own again. The good news is, I like your product, it got my attention. That price jump between plans, for a very modest increase in service volume, made it a non-starter. It's too easy and cheap to build my own, which then gives me tight control over its evolution over time as well. It's basically impossible at your price points to compete with what I can just do for myself relatively quickly; that $269 product can be run on a low-cost Digital Ocean droplet in terms of its actual resource demands. You're charging for the quality of your software product primarily, and some support, which makes perfect sense. The problem, is that I can build that and scale it to the $899 plan and save myself $10k a year. If you could do 10 million updates at ~$50-$75 / month, with normal plan stepping from there, it'd be interesting. 250k to 350k updates per day is not an immense sum, just 20,000 daily active users can saturate that pretty easily.