Sean Larkin is an award winning public speaker, giving talks all over the world on webpack, JavaScript, and web perf. Currently he is a SWE at Microsoft managing Web Infra for OneDrive/Sharepoint
Really you should always identify what are you needs for the project you are working on. I am a huge believer in Solution Architecture. I'll give you an example and why I chose webpack.
Really incredible developer experience that is flexible enough to work for any web project large, or small.
A tool that could optimize my JavaScript in a way so that I could split out pieces async without having to manually defining these pieces. (Statically).
Something that could let me tie and stitch together all of my assets as dependencies of my project.
A tool that is completely configurable, so much that the project even dogfoods it's own plugin system.
Out of the box dev server that let me have instant reload on the browser when I changed a file.
A build tool that will let me use JavaScript modules (CJS, ESM), and make them work on the browser.
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Such a loaded question/answer.
Really you should always identify what are you needs for the project you are working on. I am a huge believer in Solution Architecture. I'll give you an example and why I chose webpack.