Calvin Iwata
ProductStartup

Fyle

Fyle

A Mac app concept that names and sorts your downloads for you, from a graduate venture course.

The Fyle desktop application showing an organised file collection with suggested groupings

The problem

Every messy desktop starts at the same moment: a download completes. That file arrives with a name its sender chose — Invoice_FINAL_v3(2).pdf, Screen Shot 2021-11-05 at 5.51.47 AM.png — and from that instant it either joins an organised collection or joins the pile. Nobody decides to have a cluttered desktop. They just never get a chance to decide otherwise.

Existing tools attack this at the wrong end, asking you to tidy up after the clutter exists. The interesting intervention is earlier, at the download itself.

What I did

Fyle was our venture concept for INFO 287, New Venture Discovery, at Berkeley. The product bet: intercept the file at arrival, and use natural language processing to give it a name a human can actually read.

The Fyle rename interface converting a raw download filename into a readable, structured name
Renaming at the moment of download, with format rules for the cases where a name needs a date or a convention.

The second move is grouping. Files that pile up unaccounted for usually have something in common, so Fyle examines metadata and proposes a collection rather than making you construct one.

Fyle suggesting a new collection of related images grouped automatically from file metadata
A suggested collection. The interaction is deliberately a proposal you accept, not a move already made — automatic filing that guesses wrong is worse than clutter.

The design constraint I cared most about was not asking anyone to change habits. People who live in Finder should keep living in Finder, so the app surfaces a Fyle tab there for favourited and recently sorted files, rather than becoming another place you have to remember to open.

A Fyle tab integrated into the macOS Finder sidebar showing recently sorted and favourited files
Meeting people where they already are. A file organiser you have to remember to open has already lost.

Outcome

Fyle took first place for most promising startup in the course. The part I’d argue for beyond the grade is the framing: the product isn’t a file organiser, it’s an intervention at the one moment when a file’s fate is still cheap to change.

More work

All work