Assess whether the tech stack is serving their needs: Are they able to make changes without a ton of side effects and other pieces breaking? Is the stack new enough that they can use modern languages and libraries if they see fit? Do you have an appropriate language or style guide in place, as well as linting systems so that PR reviews aren’t getting stalled on stylistic details? Is there a part of the system that everyone complains about? If your tech stack had a map, does it have an area marked “thar be dragons?” Are there appropriate CI/CD systems or other tooling in place so that they’re
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