I think the concept of 'covered ground' is especially fascinating when it comes to thinking about the meta of building web apps. Do you really appreciate the trade offs between MySQL and MongoDB, if you haven't ran into the scaling issues between the two? I don't think "running a bad migration" is covering enough ground to appreciate the differences. Is struggling to wrangle a bug in an Angular 1 directive enough 'covered ground' to understand the meta in building frontend applications?
And I wonder if the meta is moving towards low code and no code frameworks. Dark Lang looks pretty cool, though I've never really used it. Retool proved really valuable for internal dashboards for managing customer support at my last company.
You could explore the meta at a more fine grained level than just 'web apps', or zoom out to software in general and try to understand the meta (just like you could analyze why certain units in SC2 are just broken, or understand why the economies of the different races mean different opportunities for timing attacks for each race)