1. How often do users struggle to find assets?

2. When people need an asset, what do they do most often?

3. Can users find what they need without knowing your taxonomy?

4. Do users say they “can’t find something” even though you know the asset exists?

5. Does your DAM have all the search tools you need (AI search, filters, synonyms, visual search) to find things quickly?

6. How often do teams recreate assets because they couldn’t find the original?

1. How many different places do assets live today?

2. How often do assets go missing or become hard to track during handoffs because they’re shared via email or chat, but not uploaded to the DAM?

3. Is there a single location where users can view an asset’s complete history?

4. How many systems hold production or final assets?

5. Do teams use personal storage like Dropbox, Google Drive, or local desktops instead of uploading to the DAM?

6. Does your DAM integrate with your CMS, marketing tools, or other creative apps your teams need to be successful?

1. Does your current system feel fast when performing actions in the DAM?

2. Are admins spending too much time helping users navigate the DAM?

3. Are new teams hesitant to onboard because the system feels too complex?

4. Does your DAM slow down or choke on large files like RAW, video, or layered PSDs?

5. Is your DAM performance noticeably worse during busy cycles or campaigns?

6. Can your DAM handle global or multi-brand use cases?

1. Does your current system support working with video?

2. Has your team created silos of storage to make up for your DAM’s inability to work with video?

3. Is transcoding or rendering slowing down your workflows?

4. Can reviewers manage video review and approval directly in your DAM or MAM (commenting, markups, and approvals in one place)?

5. How many additional tools are you using to make up for your DAM’s inability to work with video?

6. Can users preview video inside your DAM without downloading?

7. Is video searchable by scene, transcript, or visual content?

8. How often are you moving or duplicating large video files?

1. Can users easily tell in the DAM whether an asset is approved, restricted, and how it is allowed to be used?

2. Has your organization ever accidentally used assets where rights were not in place (unapproved, expired, or wrong region)?

3. Have you incurred fines or legal/compliance issues from asset misuse?

4. Do assets have clear expiration dates or usage rules?

5. Do teams rely on spreadsheets to manage rights timelines?

6. Can users track asset usage outside the DAM?

1. Do workflows break because tools do not integrate or sync well?

2. How much manual work is required to publish or distribute content?

3. Does your system support automation for common tasks like resizing, tagging, or routing?

4. Do creative tools connect directly to your DAM?

5. Do downstream and upstream tools push and pull assets and data freely to and from the DAM?

6. Do you rely on scripts or one-off automations handled by a single IT person?