Every job in one list, with one status each.
By application twenty, the thing that goes wrong is not the writing. It is losing track: which version went where, whether you followed up, what you said you would send.
The tracker is a view rather than a tool. Every job is one record, and everything you have made for that job lives on it.

Saving a job from search, or pasting one in, creates the record. There is nothing extra to fill in.
Saved, applied, interviewing, offer, closed. One place to change it, and the whole list reflects where the search actually stands.
The application, the cover letter, the prep guide and the offer conversation are all on the same record.
Application Tracker reads from your master resume, so build that first. It's free, and you read the whole thing before deciding anything.
Start with my resume