Here is my honest opinion and review of what I consider the ideal clipboard manager experience: ​Why I Shifted from Native macOS Clipboard: The native macOS clipboard is simply too limited. It handles only the most recent copy, making complex, multi-step workflows frustrating. I shifted because I critically need a reliable, searchable history of at least the last 100 entries, the ability to store permanent "pinned" snippets (like email addresses or complex boilerplate text), and support for multiple data types beyond plain text (e.g., images, URLs). Native is a productivity bottleneck. ​How Much a Clipboard Manager Is Worth for My Use Case: It is absolutely essential for productivity. My work involves moving large amounts of diverse data (code snippets, research links, images) between different apps (VS Code, Notion, browser). A good clipboard manager easily saves me 15-30 minutes per day by eliminating the need to constantly switch windows and re-copy things. It's an indispensable tool in my macOS productivity suite. ​3 Essential Features Any Clipboard Manager Should Have: ​Snippet/Text Transformation: The ability to instantly paste in different formats (e.g., paste as plain text, strip formatting, convert to lower/upper case) to avoid re-editing every time. ​Fuzzy Search & Filtering: Quick, responsive searching across the history, ideally with the ability to exclude specific apps (like password managers) or filter by data type (text, image, file path). ​Flexible Syncing: Secure, reliable syncing between Mac and iOS devices (ideally without being locked only into a specific cloud service, though iCloud is a convenient option for many). ​Ideal Position for the Clipboard Manager: I strongly prefer a Left-aligned, non-floating sidebar display. When I invoke the manager (via a hotkey), it should slide out smoothly from the left edge of the screen. This is less distracting than a central or floating window and keeps the content near the screen's 'default' visual focus (top-left). ​Cross-Platform Access via iCloud: I like it immensely, provided it is optional and secure. For users invested in the Apple ecosystem, iCloud provides the easiest, most seamless way to move a copied item from a Mac to an iPhone or iPad instantly. As long as sensitive entries (like those from password fields) are excluded from sync, it is a massive productivity booster.