Best Task Managers With Video Attachments (2026): Keep Recordings Beside the Work

A screen recording can explain a bug faster than a long comment. A client walkthrough can capture details that would otherwise disappear after a call. The useful part is being able to find that recording beside the work it explains.

For this shortlist, SelfManager.ai is the strongest fit for keeping videos with dated work, ClickUp for timestamped video feedback, Trello for a simple card workflow, and Asana for attaching short files to an existing project process.

Choose around the recording’s purpose: documenting what happened, explaining what to do, or reviewing a specific moment.

Published features, limits, and prices checked October 2026. This comparison is based on official product documentation.

Task managers with video attachments at a glance

A per-file limit tells you whether one recording fits. It does not tell you how much total storage the plan includes.

Before choosing, check both limits against your actual recordings. A tool that accepts a large file may still have a storage allowance that fills quickly.

Video attachments, recording tools, and review tools are different

“Supports video” can describe several different features.

Direct video uploads

You upload the file into the task manager. The work item contains the recording rather than only a link to another service.

This is useful when you want the explanation and its related work to stay together.

External video links

You keep the recording in a separate service and add its link to the task.

That can be a sensible approach for larger libraries. However, access to the task does not necessarily grant access to the linked video.

Built-in recording

The task manager lets you capture your screen or camera through a recording feature or integration.

That can reduce the steps between noticing a problem and explaining it.

Timestamped review

People can leave feedback against a particular moment in the recording.

This matters when “change the opening section” is too vague. A comment attached to the relevant second is easier to act on.

Decide which of these you need before comparing prices. Uploading a walkthrough and managing detailed editing feedback are different jobs.

1. SelfManager.ai: best for videos attached to dated work

SelfManager puts a Video section on every table. You can add recordings from a computer or phone, play them in the app, seek, enter full screen, and download the original.

The upload limit is 2 GB per video. Supported containers include MP4, MOV, M4V, and WebM, with supported codecs specified by the product.

On shared tables, everyone can watch and download videos. Owners, admins, and members can add them. The table owner needs a paid plan or lifetime deal for uploads; the free trial does not enable video uploads.

Videos and documents share the owner’s allowance: 5 GB on Individual or 25 GB on Team. All › Videos brings accessible recordings together in a poster grid.

A practical client-work example

Imagine a client sends a walkthrough of changes to a website.

Create a table on the relevant date and keep together:

• The recording explaining the requested changes.
• Tasks for the changes you agree to make.
• Notes clarifying scope.
• Comments containing questions and decisions.
• Supporting screenshots or documents.

Give the table a specific name, such as “Client A: checkout review,” so it remains understandable later.

This is useful when you remember work by when it happened: the Monday review, the launch-day problem, or the client feedback from last week.

Where SelfManager is less suitable

For frame-specific creative approval, prioritize a tool with dedicated timestamped review.

SelfManager’s video feature focuses on storing and playing recordings beside the work. Do not assume that the AI watches or analyzes attached videos.

Pricing: Individual is $8 monthly or $72 yearly. Team is $30 monthly or $300 yearly, with unlimited free collaborators. Optional storage expansion is available.

If your client explanations keep getting separated from your task lists, use SelfManager’s trial to evaluate the dated-table workflow. Video uploads require a paid plan or lifetime deal on the table owner’s account.

2. ClickUp: best for timestamped feedback and screen explanations

ClickUp supports task attachments up to 1 GB each. Attachments are available across its plans, though total workspace storage still matters.

Its Proofing feature supports video feedback with timestamps that appear in the playback bar. The documentation lists MP4, WebM, and Ogg for video proofing. Free Forever and Unlimited have limited Proofing uses; Business and higher offer unlimited uses.

ClickUp also offers Clips for screen recording. A Clip can become a task attachment, and comments can point to specific moments. Recording availability and limits vary by plan and role.

When that helps

Suppose a designer sends a revised product demo.

Your feedback might include:

• Shorten the introduction.
• Replace the screenshot shown during the setup explanation.
• Correct the final call to action.

Timestamped comments help connect each request to the exact moment being discussed.

For technical work, a short screen explanation can also show the sequence that produced an error. The reviewer sees what happened instead of reconstructing it from several messages.

What to check before choosing

ClickUp’s Free Forever workspace has 60 MB of storage. Paid plans list unlimited storage, while the individual attachment limit still applies.

That makes the free plan a limited option for a collection of uploaded recordings, even though attachments are supported.

Also distinguish an uploaded attachment from a shared Clip. ClickUp’s Clip documentation says anyone with a Clip link can access it. Review that behavior before sharing client material.

Pricing: Unlimited is $7 per user per month billed yearly, or $10 monthly. Business is $12 per user per month billed yearly, or $19 monthly. Check the plan needed for your review features.

3. Trello: best for a simple board with smaller clips

Trello lets you attach files to cards. Its upload limit is 10 MB per attachment on Free and 250 MB for paid members. It does not impose an overall account data-storage limit.

Uploaded attachments require authorization. Sharing the attachment URL alone does not give someone access if they cannot access the board.

A practical board structure

For a small website project, you could use:

• Requests.
• Ready to work on.
• In progress.
• Waiting for feedback.
• Done.

Each card represents one request. Attach the relevant clip, describe the expected result, and keep the discussion on that card.

That approach works well when you want the recording to explain a task and the board to show its progress.

Where the limits matter

A 10 MB allowance can be too small for an ordinary screen recording. Check the exported file before assuming the free plan will work.

The paid limit gives more room, but long or high-resolution recordings may still need external hosting.

Treat Trello as a card-and-attachment workflow. If in-app playback is essential, test a representative file on the devices your collaborators use before moving your recordings.

Pricing: Standard is $5 per user per month billed annually, or $6 monthly.

4. Asana: best for short attachments in an existing project process

Asana lets you upload files to tasks and include attachments with comments. Direct uploads have a 100 MB per-file limit.

For larger files, Asana supports attachments from services including Google Drive, Dropbox, Box, and Microsoft OneDrive or SharePoint. Those files retain the permissions of the external service.

When it makes sense

If your team already runs projects in Asana, attaching a short recording can add useful context without introducing another task system.

For example, an implementation task could contain:

• A concise written requirement.
• A short recording showing the current behavior.
• An assignee and deadline.
• A comment confirming the expected result.

The written requirement remains important. People should be able to understand the task without replaying the whole video.

What to check

The 100 MB limit makes file size an early consideration.

If the video stays in external storage, test access with the person who needs to review it. An accessible Asana task can still contain an inaccessible Drive file.

Also be careful with older recording tutorials. Asana’s Vimeo documentation states that the integration was retired on April 15, 2026. Do not choose a current workflow around those older instructions.

Pricing: Asana has a free Personal plan. Starter is $10.99 per user per month billed annually, or $13.49 monthly. Confirm seat requirements and the final total at checkout.

How to make attached videos useful

A recording should make the next action clearer. These habits help regardless of the tool.

Give each recording one purpose

Keep a bug reproduction separate from a general project update.

A reviewer should know whether they are being asked to investigate, approve, explain, or implement something.

Add a short written summary

Include:

• What the recording shows.
• What should happen next.
• Who needs to respond.
• Which part matters most.

For example: “The shipping option disappears after changing the address. Please investigate the transition shown around 00:35.”

That summary makes the task understandable even when someone cannot play the video immediately.

Use names that survive a busy week

“Recording 12” gives very little context.

“Checkout address change: shipping option missing” tells the reader what they are opening.

For revisions, add a version or date rather than overwriting the meaning of an old discussion.

Keep the decision in writing

After watching, record the outcome:

“Approved with the two changes listed below.”

“Reproduce on mobile before implementing a fix.”

“Waiting for the client to confirm the new wording.”

The video explains the situation. The written decision tells people what to do.

Check storage using real files

Video length alone does not predict file size. Resolution, encoding, and recording settings also matter.

Take a few representative files and check their combined size.

As a hypothetical example, 20 recordings averaging 150 MB would use about 3 GB. In SelfManager, that would share the available allowance with documents. In another tool, a per-file limit might prevent those recordings from uploading at all.

Use your actual files for the buying decision. Keep a separate archive for source footage or long-term media libraries when those need more space than the task workflow.

Which task manager should you choose?

Choose SelfManager.ai when you want walkthroughs, demonstrations, and work evidence organized with dated tasks and their context.

Choose ClickUp when timestamped feedback or a built-in screen-recording workflow is central to how you collaborate.

Choose Trello when a simple board and smaller attachments cover the job.

Choose Asana when your team already uses its project workflow and short attachments or externally hosted recordings fit.

For freelancers and small teams working around client explanations, SelfManager offers a practical place to keep the recording, the tasks, and the conversation together. Evaluate the daily workflow in the trial, then choose a paid plan if video uploads are part of how you want to work.

Frequently asked questions

Which task managers let you attach video files?

SelfManager.ai, ClickUp, Trello, and Asana support file-attachment workflows suitable for recordings, with different limits. SelfManager accepts videos up to 2 GB, ClickUp task attachments up to 1 GB, paid Trello uploads up to 250 MB, and Asana direct uploads up to 100 MB.

Can I upload videos during the SelfManager free trial?

No. Uploading requires a paid plan or lifetime deal on the table owner’s account. Watching and downloading videos on accessible shared tables do not require that upload entitlement.

Does SelfManager AI analyze attached videos?

Do not treat a video attachment as AI input. SelfManager’s video feature provides storage and playback beside your work; its AI document and audio-transcript features are separate capabilities.

Which tool supports timestamped video feedback?

ClickUp documents timestamped comments through video Proofing and Clips. Availability and usage limits depend on the plan and feature.

Should I upload a video or link to external storage?

Upload it when the file fits your limits and keeping it with the work simplifies access. Use external storage when you need a larger archive or specialized video features. In either case, confirm that the intended reviewer can open it.