Not judging you, but from the response you pasted here, it could be either your Claude or your prompt wants Claude to be supportive.
In a new thread, make sure it can read your project into context, then have it explain what Hugo is (to add more context), then ask something like:
Given your understanding of Hugo and your analysis of this project, why would this project have been better return-on-engineering as a photo gallery themed Hugo blog with user uploads instead?
In general you'll get a less sycophantic answer, and of course, with it playing devil's advocate, you end up with a stronger argument.
// I like yours, and think I'd be more likely to choose yours than Hugo for this.
In a new thread, make sure it can read your project into context, then have it explain what Hugo is (to add more context), then ask something like:
Given your understanding of Hugo and your analysis of this project, why would this project have been better return-on-engineering as a photo gallery themed Hugo blog with user uploads instead?
In general you'll get a less sycophantic answer, and of course, with it playing devil's advocate, you end up with a stronger argument.
// I like yours, and think I'd be more likely to choose yours than Hugo for this.