Friction

Outline

getoutline.com · Workspace and files

Team knowledge base and wiki, self-hostable.

51 items · 57 source threads · 2 source types · updated 2026-03

Compare

Pain points 24

ItemAreaSeveritySupportLast seen
Requiring a Google or Slack account is off-putting for self-hosters

The user is interested in hosting Outline themselves but dislikes that their users must still sign in through Google or Slack, and expects this to scare many people off.

Affects: prospective self-hosters

Setup & onboardingCauses churn3 sources2021-02

“I don't like the fact that you need a Google or Slack account”

“I am a bit disappointed that at almost 8k stars, the only way to authenticate is Slack”

Frequent sign-outs after upgrading to 1.0.1 with OIDC

After upgrading, a user signing in through Authentik is logged out of Outline far more often than before, even while the identity provider session remains active. No session timeout setting is available.

Affects: self-hosters using OIDC

Reliability & bugsBlocks work3 sources2025-11

“now I have to log in to Outline frequently (at least once a day?), even though I am still logged in to Authentik”

“will force log out after a short period and require reauthentication”

Export hangs forever after upgrading to 0.69.0

On a self-hosted Docker install, exporting any collection never completes after the upgrade. Downgrading restores exports.

Affects: self-hosters

Reliability & bugsBlocks work2 sources2023-04

“Export hangs and never completes”

“Exporting a collection gives an error”

Container fails to start after upgrading to 0.77.0 on arm64

After an image upgrade, the container restarts because a native AWS CRT binary is missing for linux arm64 musl.

Affects: self-hosters on arm64

Self-hosting & upgradesCauses churn1 source2024-06

“Unable to start container after upgrading to `outlinewiki/outline:0.77.0`”

Documents display an older revision after upgrade

After upgrading a self-hosted install, some documents briefly show the correct content then switch to an older revision.

Affects: self-hosters

Reliability & bugsCauses churn1 source2023-08

“When opening certain documents, an older revision appears instead of the latest one”

External guests can see other users, a GDPR concern

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityCauses churn1 source2022-01
Sub-documents cannot have fewer permissions than their parent

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityBlocks work1 source2026-03
No automatic mapping of LDAP/OIDC groups to Outline groups

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityBlocks work1 source2024-12
GitLab OIDC login creates multiple workspaces

Locked: summary and evidence are part of Sprint Pass and Pro

Reliability & bugsBlocks work1 source2024-07
Setting up Minio for file storage is the hardest part of self-hosting

Locked: summary and evidence are part of Sprint Pass and Pro

Self-hosting & upgradesBlocks work1 source2023-08
Draft-by-default confuses users migrating from Notion

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityBlocks work1 source2023-05
Signing out does not end the OIDC session

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityBlocks work1 source2022-08
Search misses CJK words inside sentences

Locked: summary and evidence are part of Sprint Pass and Pro

Reliability & bugsBlocks work1 source2022-03
Uploads fail silently when S3 Block Public Access is on

Locked: summary and evidence are part of Sprint Pass and Pro

Self-hosting & upgradesBlocks work1 source2021-11
Editor ignores right-to-left text direction

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityBlocks work1 source2021-06
Impression that Outline pushes paid plans over self-hosters

Locked: summary and evidence are part of Sprint Pass and Pro

Pricing & plansBlocks work1 source2020-07
Slack slash command setup for self-hosted Outline is poorly documented

Locked: summary and evidence are part of Sprint Pass and Pro

DocumentationBlocks work1 source2020-03
Docker setup still too complex for a quick start

Locked: summary and evidence are part of Sprint Pass and Pro

Self-hosting & upgradesBlocks work1 source2020-02
Personal Google accounts rejected at login

Locked: summary and evidence are part of Sprint Pass and Pro

Setup & onboardingBlocks work1 source2019-01
Mermaid diagrams render at the wrong size in RDP sessions

Locked: summary and evidence are part of Sprint Pass and Pro

Reliability & bugsAnnoyance1 source2026-03
Collapsing a heading collapses it for every collaborator

Locked: summary and evidence are part of Sprint Pass and Pro

CollaborationAnnoyance1 source2024-09
Default themes give limited formatting and less readable documents

Locked: summary and evidence are part of Sprint Pass and Pro

CustomizationAnnoyance1 source2024-01
OIDC setup requires entering every endpoint separately

Locked: summary and evidence are part of Sprint Pass and Pro

Self-hosting & upgradesAnnoyance1 source2023-08
Backlinks missing on publicly shared documents

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2023-02

Feature requests 26

ItemAreaSeveritySupportLast seen
Diagrams.net integration only embeds an external URL

The existing diagrams.net support just displays a diagram from an external URL. The user wants diagrams stored as images in Outline and editable in place, plus a configurable URL for self-hosted diagrams.net.

Affects: self-hosting teams

IntegrationsAnnoyance3 sources2024-04

“so the implementation should work within outline”

“the integration isn't all it could be: it simply takes an external diagrams.net URL to display the content”

Watch a document and get notified when it changes

A request to subscribe to individual documents and be notified of updates.

CollaborationAnnoyance2 sources2020-01

“It would be nice if email notifications included a summary of the changes made to the document”

“and get notifications when it is updated”

Make a self-hosted Outline publicly readable as documentation

A team documenting their product wants all collections and documents open to the public and indexable by search engines, without a registration gate.

Affects: teams publishing public documentation

CollaborationBlocks work1 source2021-08

“We want to use Outline as public documentation, so everyone can access it and be indexable by search engines”

Batch import tool to migrate a team from Notion

A company wants to move its whole team from Notion to Outline but has no tool to bring over existing articles. They list Markdown folder import, Notion ZIP handling, media and user mapping.

Affects: team migrating from Notion

Data export & migrationBlocks work1 source2020-02

“however there's no tool to migrate every article that we have at Notion to your platform”

Share a whole collection publicly, not just single documents

Sharing one document at a time is not enough for this user, who wants a shareable link for an entire collection.

CollaborationBlocks work1 source2020-01

“Share one item isnt enough”

MathJax support needed to switch documentation to Outline

Locked: summary and evidence are part of Sprint Pass and Pro

CustomizationBlocks work1 source2019-09
Real-time collaborative editing for documentation swarms

Locked: summary and evidence are part of Sprint Pass and Pro

CollaborationBlocks work1 source2018-11
Microsoft Teams authentication for orgs leaving Slack and Google

Locked: summary and evidence are part of Sprint Pass and Pro

IntegrationsBlocks work1 source2018-08
Provide an MCP server for the knowledge base

Locked: summary and evidence are part of Sprint Pass and Pro

API & developer experienceAnnoyance1 source2026-01
Sort documents at every level of the tree

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2024-11
Merge and split table cells

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2024-06
Grant document access to groups, not only individual users

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityAnnoyance1 source2024-03
Password protection for publicly shared documents

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityAnnoyance1 source2024-03
Show collection titles in search results

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2023-10
AI-powered answers inside the search bar

Locked: summary and evidence are part of Sprint Pass and Pro

OtherAnnoyance1 source2023-05
Ability to mark comments as resolved

Locked: summary and evidence are part of Sprint Pass and Pro

CollaborationAnnoyance1 source2023-03
Post document updates to Mattermost channels

Locked: summary and evidence are part of Sprint Pass and Pro

IntegrationsAnnoyance1 source2022-10
Archive a whole collection after a project ends

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2022-02
Read-heavy teams want an explicit Edit mode with collaborative editing

Locked: summary and evidence are part of Sprint Pass and Pro

CollaborationAnnoyance1 source2022-02
Custom themes and branding are frequently requested

Locked: summary and evidence are part of Sprint Pass and Pro

CustomizationAnnoyance1 source2022-01
Internal links should be visually distinct from external links

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2020-07
Share a document together with all its child documents

Locked: summary and evidence are part of Sprint Pass and Pro

CollaborationAnnoyance1 source2020-01
Approval workflow for page creation and edits

Locked: summary and evidence are part of Sprint Pass and Pro

Permissions & securityAnnoyance1 source2019-11
Option to edit raw Markdown alongside the WYSIWYG editor

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2018-10
Document tags for organizing knowledge

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2018-08
Drag and drop reordering of documents in a collection

Locked: summary and evidence are part of Sprint Pass and Pro

UI & usabilityAnnoyance1 source2018-03

Workarounds 0

Nothing recorded in this category yet.

Switching reasons 1

ItemAreaSeveritySupportLast seen
Team chose BookStack over Outline because of thin documentation

A team evaluating self-hosted wikis liked Outline at first but found its documentation lacking and chose BookStack, whose deployment instructions were easier for someone who rarely deploys servers.

Affects: team evaluating self-hosted wikis

DocumentationCauses churn1 source2020-07

“the documentation was indeed lacking. It seemed to me that they're more intent on pushing their paid plans”