Freedom251 › Outliner Software
Cloud Outliner
What Cloud Outliner is
Cloud Outliner is an outlining app for organizing plans, projects, ideas, and tasks as structured documents on macOS and iOS. Its editor supports drag-and-drop reordering, selecting multiple items, checkboxes, automatic numbering, notes, and rich text, with controls to collapse or expand outline sections. Search can find outline names or text, and filters can show checked or unchecked items. A multi-tier document manager provides color markers, password protection, templates, and duplication. Outlines can sync across Mac and iOS through iCloud and can also sync with Evernote. Export and sharing options include PDF and OPML, plus HTML on macOS, printing, email and messenger sharing, and sharing to several apps and social networks. Plain text is also listed as an export format. Light and Dark themes are available. The iOS version adds read-only mode, indentation gestures, portrait and landscape support, and wireless keyboard shortcuts. The free Mac app is listed at $0.00; its one-time Pro upgrade costs $9.99. The iOS Pro features cost $2.99 once. Mac-to-iOS iCloud sync requires Cloud Outliner Pro for iOS, sold separately. The listed minimums are macOS 12.0, iOS 15.0 for iPhone, and iPadOS 15.0 for iPad.
Who it suits
Cloud Outliner suits people who organize tasks, projects, or ideas in nested outlines and want editing, search, and checked-item filters. It is also a fit for Mac and iOS users who want sync options, document exports, or sharing from their outlines.
What it does well
- Supports rich text, notes, checkboxes, and automatic numbering.
- Searches outline names and text, with checked-item filters.
- Syncs with Evernote and across Mac and iOS through iCloud.
- Exports to PDF, OPML, and plain text; macOS also exports HTML.
- Includes templates, password protection, and document duplication.
- iOS version supports indentation gestures and wireless keyboard shortcuts.
What to know first
- Available platforms are limited to macOS and iOS.
- Mac-to-iOS iCloud sync requires the separately sold iOS Pro purchase.
- The Mac Pro upgrade and iOS Pro features each have a separate one-time cost.
Limits
The free Mac app's iCloud sync with iOS requires Cloud Outliner Pro for iOS, sold separately. The Mac Pro upgrade is $9.99 once, and iOS Pro features are a separate $2.99 once purchase.
Plans
| Plan | Billed and limits | Price |
|---|---|---|
| Cloud Outliner for Mac (Free) | Mac app · iCloud sync with iOS requires Cloud Outliner Pro for iOS, sold separately | Free |
| Unlock Pro Features for iOS | In-app purchase · iPhone and iPad app | $2.99, paid once |
| Upgrade to Pro for Mac | In-app purchase · iOS sync requires Cloud Outliner Pro for iOS, sold separately | $9.99, paid once |
As cloudoutliner.com lists them, read 8 Oct 2026. The maker's own page has the final word.
Getting started
- Visit https://www.cloudoutliner.com/.
- Get the macOS or iOS version for a supported device.
- Start with the free Mac app or choose the relevant one-time Pro purchase.
- For iCloud sync between Mac and iOS, purchase Cloud Outliner Pro for iOS separately.
Verdict
Choose Cloud Outliner if you want structured outlines with document organization, search, and export or sharing options on Mac and iOS. If you need Mac-to-iOS iCloud sync, account for the separate iOS Pro purchase; the free Mac version does not include that sync by itself.
Questions
How much does Cloud Outliner cost?
The Mac app is free. The Mac Pro upgrade costs $9.99 once, and unlocking iOS Pro features costs $2.99 once.
Is there a free plan?
Yes. Cloud Outliner for Mac is listed as free.
Which platforms does it support?
Cloud Outliner is available for macOS and iOS. The listed requirements are macOS 12.0 or later, iOS 15.0 or later for iPhone, and iPadOS 15.0 or later for iPad.
Can outlines sync between Mac and iOS?
Yes, through iCloud, but the free Mac app requires the separately sold Cloud Outliner Pro for iOS for that sync.
What export formats are available?
PDF, OPML, and plain text are listed; HTML export is available on macOS.
Does Cloud Outliner sync with Evernote?
Yes. The app can also sync outlines with Evernote.
Facts from Cloud Outliner's own pages
- Compatibility
- The Mac App Store listing requires macOS 12.0 or later; the iOS listing requires iOS 15.0 or later for iPhone and iPadOS 15.0 or later for iPad. · apps.apple.com, 8 Oct 2026
- Document organization
- The app includes a multi-tier document manager, color markers, password protection, document templates, and document duplication. · xwavesoft.com, 8 Oct 2026
- Exports and sharing
- The app supports PDF and OPML export, HTML export on macOS, printing, email and messenger sharing, and sharing to several apps and social networks. · xwavesoft.com, 8 Oct 2026
- iOS features
- The iOS version lists read-only mode, indentation gestures, portrait and landscape support, and wireless keyboard shortcuts. · xwavesoft.com, 8 Oct 2026
- Outline editing
- The editor supports drag-and-drop reordering, multi-selection, checkboxes, automatic numbering, item notes, rich text, and collapse and expand controls. · xwavesoft.com, 8 Oct 2026
- Privacy disclosure
- The iOS App Store listing says the developer indicated that data potentially linked to users may include location, contact information, user content, identifiers, and usage data; Apple says this information has not been verified by Apple. · apps.apple.com, 8 Oct 2026
- Purpose
- Cloud Outliner organizes plans, projects, ideas, and tasks as structured outlines. · xwavesoft.com, 8 Oct 2026
- Recent iOS update
- The iOS App Store listing says version 3.4.1 was released on November 21, 2025. · apps.apple.com, 8 Oct 2026
- Recent Mac update
- The Mac App Store listing says version 2.8.2 redesigned the sync engine for speed and stability, removed ads from the free version, updated the design, and included bug fixes. · apps.apple.com, 8 Oct 2026
- Search and filters
- Users can search by outline name or text and filter to show checked or unchecked items. · xwavesoft.com, 8 Oct 2026
- Synchronization
- Outlines can sync across Mac and iOS devices through iCloud and can also sync with Evernote. · xwavesoft.com, 8 Oct 2026
- Themes
- Cloud Outliner offers Light and Dark themes. · xwavesoft.com, 8 Oct 2026
Where Cloud Outliner stands on Freedom251
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