When you're the market leader, you get to define what's reasonable. If you're the industry-leading solution and your users struggle to do a simple, common task, then it becomes conventional wisdom that the task is "difficult." If you are the second-place solution and users struggle to do a simple, common task, then your software is not ready for serious work. If you are in second place and have elegant solutions for cases that the industry leader struggles with, then overall that is an advantage, but you'd be surprised how many people write off your innovations as not being really useful precisely because so many people using the industry leader get work done without them.
See: Jira versus every single one of their competitors.
See: Jira versus every single one of their competitors.