Stop Manually Tagging Files: Use AI Search to Find Anything on Mac

Jun 19, 2025

Stop tagging files on Mac
Stop tagging files on Mac

Let's face reality: manually tagging your files on Mac feels outdated and frustratingly inefficient in 2025. Sure, Apple introduced tags years ago to help organize files, but who truly enjoys spending precious time labeling documents, images, and presentations one-by-one?

There's a better way: smart AI-driven search.

The Trouble with Manual File Tagging

File tags promised streamlined organization, but the truth is, most Mac users quickly abandon them. Tags require meticulous planning, consistent usage, and regular maintenance. Without rigid discipline, you're left searching through a sea of incorrectly tagged or untagged files.

Common issues with tagging include:

  • Time-consuming process: Each file needs manual attention, slowing down workflows significantly.

  • Inconsistent usage: Variations in tagging terms can quickly turn your filing system into chaos.

  • Limited retrieval: Tags only help if you've consistently applied them. Miss one tag and good luck finding your file.

Why AI-Powered Search is Superior

Instead of relying on manual tags, AI search tools like Fenn automatically understand your files and their contents, no matter how they're named or stored.

Fenn leverages powerful artificial intelligence to:

  • Automatically index and analyze every document, image, audio, and video file you store.

  • Understand context and semantics, enabling it to find files even if you don't remember the exact wording or naming convention.

  • Search deep within files, pinpointing specific information inside PDFs, Word documents, spreadsheets, audio transcripts, and even video subtitles.

We've previously discussed how Spotlight struggles with deep content searches in our review Spotlight vs. Fenn on macOS. Fenn tackles these limitations effortlessly.

Real-world Examples of AI Search Efficiency

Imagine common scenarios:

  • Business professionals: Quickly retrieve critical contract clauses without recalling file names or manual tags.

  • Creatives: Instantly locate specific assets, regardless of how they're named or tagged.

  • Students and researchers: Effortlessly find key quotes or data buried deep within lengthy research papers and presentations.

AI-powered search drastically reduces the friction associated with file retrieval, enabling you to spend more time being productive and less time managing your files.

Why Fenn is the Future-Proof Solution

Unlike manual tagging, Fenn requires minimal effort:

  • Zero setup: Fenn automatically indexes and analyzes your files.

  • Contextual understanding: Finds information based on content and relevance, not manual labels.

  • Continuous improvement: Regular updates ensure smarter, faster search experiences.

Curious how semantic search works and why it’s revolutionary? Check out our dedicated guide to semantic search on Mac.

It's Time to Leave Manual Tagging Behind

Your digital life is growing more complex by the day, and manual tagging can't keep up. AI-powered search isn't just the future; it's today's best solution. With Fenn, organizing files manually is a thing of the past, and finding your content instantly becomes your everyday reality.

Ready to experience hassle-free file retrieval? Give Fenn a try and see firsthand how AI can transform your Mac workflow.