Milestones 2.0 is here and it’s pretty packed! Here are the updates:
New:
- iPhone Duo support
- A new task composer on iPhone, iPad and Mac: type dates in plain language (“tomorrow at 5pm”, “every Monday”), add #tags and !1 to !3 priorities right in the title, and edit a task in place on its row or card
- Attachments: add photos, files, scans and camera shots to any task in the new Task Info view (tap ⓘ or press ⌘I)
- Select multiple tasks, projects or milestones at once and change their status, date, priority, tags or place together
- Drag a task to To Do, In Progress or Done right from a list, and drag a milestone onto another project (or use Move to Project)
- Today, Upcoming and Inbox can switch to a Kanban board
- Milestones with a due date now appear in Today and Upcoming
- Favorites: keep your most important projects at the top of the sidebar
- Custom project statuses, plus default milestone and project statuses for new projects in Settings > Defaults
- Active milestones per project: allow one active milestone, several at once, or none
- Pick any color for projects, workspaces, tags and statuses, not just the presets
- See your iCloud sync status at the bottom of the sidebar (or the Project List on iPhone)
- A small celebration when you finish a milestone (you can turn it off in Settings)
- Keyboard shortcuts: change any shortcut in Settings, jump anywhere with ⌘K, move through lists and act on tasks without the mouse, and use the full menu bar on iPad
- Mac: Quick Entry adds a task from any app with a global shortcut (off by default)
- Mac: a fresh look for macOS 26+ with Liquid Glass, and a redesigned Settings window
- The Default workspace can tint the sidebar too, in a color you choose
- You can now skip creating a first project during onboarding
Improvements & Fixes:
- Redesigned task rows and Kanban cards with a status ring, clearer priority marks and a two-line notes preview
- iPhone: a new milestone header, search in its own sheet, and one tidy More menu in task lists
- Today, Upcoming, Inbox and lists use the whole window on iPad and Mac
- The Mac remembers its window size between launches
- Better VoiceOver, keyboard and large text support throughout, and correct layouts in Arabic and Hebrew
- Faster editing and reordering in big projects, especially ones with a long Done history
- Repeating tasks: fixed several cases where the next occurrence landed on the wrong day or lost its time, priority or end date
- All-day due dates stay on their day after you travel or change time zones
- Due Today, Tomorrow and Next Week keep a task’s time
- Siri: “due Friday” now means Friday, German and French times are read correctly
- Apple Watch: Today moves on to the new day at midnight, even without your iPhone nearby
- The app notification badge and widgets update right after an iCloud sync
- Search no longer misses results in the current workspace
- Typing a tag that already exists reuses it instead of creating a duplicate
- Archived lists show their tasks again
- Mac: milestones:// links open in the window you already have
- Mac: fixed a crash when pressing ⌘Z after adding a task
- Mac: your settings are no longer reset by cleanup apps
- iPad: fixed nearly invisible icons in list context menus
- iCloud sync errors now appear in your language