Raindrop.io Gets a Significant New Feature

I've used the bookmark service Raindrop.io (and its apps for macOS and iOS as well as the Safari extension) the last three years, and it's a subscription I don't hesitate to renew. It has a deep feature set, and today it added something genuinely interesting for Pro users: a beta version of a private LLM assistant called Stella. Stella is designed for people with large, messy bookmark libraries. Instead of manually cleaning and reorganizing, you can just ask for help in plain language. Examples the system already understands:

• Organize my unsorted bookmarks into collections
• Suggest a better structure for my library
• Find articles about Formula 1 and tag them by team
• Find everything about Japan and move it to Travel
• Clean up my tags--merge duplicates like "recipe" and "recipes"
• Find broken links
• Show duplicate bookmarks

The key detail I appreciate: Stella only suggests changes. You review and approve everything before anything is actually modified.

What you get for free

The free tier of Raindrop.io is surprisingly generous and will be more than enough for a lot of users:

• Import bookmarks from other services and browsers
• Unlimited bookmarks
• Unlimited collections
• Unlimited highlights
• Unlimited devices
• More than 2,600 integrations via IFTTT
• Apps for macOS, iOS, Android, Chrome, Safari, Firefox, and Edge

For a no-cost service, that's a serious toolkit.

Why I actually use it

One of my favorite parts of Raindrop is how well it fits into a real Mac workflow. The Raycast integration is excellent: I can type "rd," hit Enter, and instantly search my entire collection of 2,800+ bookmarks. Raindrop supports both folders and tags, and I use both heavily. The iOS share sheet is just as smooth as the browser extension, and both let me add notes to anything I save. I can highlight passages directly in the app, and there's a free Obsidian plugin that keeps everything in sync with my notes. A feature that sold me on Pro early on is the permanent library. Raindrop saves a copy of every bookmarked page on its servers, so if a site disappears, I still have the content. That alone is worth a couple bucks a month. It also handles PDFs well. Pro users can upload documents and access them from any device, but even free users get 100 MB of PDF uploads per month. I've tied Raindrop into the rest of my information flow, too. Using IFTTT, anything I star in Inoreader automatically lands in Raindrop. I do the same with YouTube--every video I like gets saved as a bookmark. It quietly becomes a personal knowledge hub without much effort.

The Pro plan

If you want more than the free tier, the Pro plan runs $2.99 a month or $28 a year, which feels reasonable for what you get. Pro includes:

• Everything in the free plan
• AI suggestions for folders and tags
• Full-text search across saved pages
• Permanent library copies of pages
• Reminders to review saved items
• Annotations
• Duplicate and broken link finder
• Daily backups
• Upload up to 10 GB of files per month
• Priority email support
• Access across all platforms

Raindrop.io has quietly become one of those "set it up once and rely on it forever" tools in my stack. If you've got years of bookmarks scattered across browsers and services, it's one of the few apps that can actually help you make sense of them instead of just giving you another pile to manage.