It's not about tooling. For example, one issue you can't solve with better tooling: how would you update all the textbooks that have working code examples? Do t

It's not about tooling. For example, one issue you can't solve with better tooling: how would you update all the textbooks that have working code examples? Do they all need to monitor for changes and release minor versions as well? That'd be terrible for the community. The impact of backwards-incompatibility is often worse than you expect. If anyone should know that by now, it's the Python core. Or perhaps the folks that faithfully waited for Perl 6.