AI Guides › Career & Work
By Nigel Guy · 2 min read
The temptation, once AI makes it easy, is to automate the whole search: generated cover letters, mass-tailored resumes, bulk-sent applications. It scales the volume. It also strips out the very thing that makes an application land — the specific signal that you actually looked at this role, this company, this team — and a generic-but-fast application often performs worse than a slower, more targeted one.
The rule: automate the repetitive mechanics of the search, never the part where you demonstrate specific interest — volume without signal just produces more applications that get filtered out faster.
| Automate freely | Do yourself, every time |
|---|---|
| Tracking applications and follow-up dates | The opening line that shows you read the actual posting |
| First-pass formatting and structure of a resume | Which achievements to lead with for this specific role |
| Drafting a base cover letter structure | The one or two sentences that reference this company specifically |
| Researching a company's public facts before a call | What you actually think of those facts and why you'd fit |
| Scheduling and calendar logistics | Any answer in an actual interview |
Skip a fully AI-generated cover letter sent unedited — it's increasingly easy for a reader to spot, and a spotted one actively counts against you. Skip applying to volume as a strategy in place of targeting; more applications at low relevance rarely beats fewer at high relevance.