▸case-01 Our company Google Drive has become unmanageable after four years of rapid growth. We have main directories like 'Marketing Launch 2022', 'Old Marketing Assets', 'Legal & Contracts', 'Exec Only', and several folders left behind by former engineers like 'Dave_Archive_2023'. People are afraid to touch anything because someone accidentally lost a critical client presentation two years ago. I'm taking the lead as primary steward. Please help me structure a cleanup strategy. I need an audit map in table format breaking down our top-level folders by last update, owner, and recommended action. Include an archive plan along with a draft email to the team explaining that files aren't destroyed, an ownership structure assigning stewards to surviving folders (plus how to handle ex-employees' directories), and future rules for folder placement and ongoing maintenance schedules. | pass→pass | 34,932 | 26,580 | -24% | 1 | 1 | 0% | 4,484 | 4,804 | +7% | 0 | 0 | — |
▸case-02 We need to organize our team's SharePoint environment. It contains roughly 15 top-level document libraries including 'Q3 Marketing', 'Promotional Files', 'Engineering Specs', and folders belonging to former staff members. Last year a file was misplaced and caused major panic, so the team is hesitant to clean up. I will be leading this cleanup effort. Can you generate a shared drive cleanup plan for us? Specifically, provide: 1) An audit map table covering our top folders, modification dates, current owners, and action verdicts. 2) An archive strategy detailing how we stage inactive folders, paired with an announcement draft emphasizing data preservation and recovery. 3) An ownership assignment breakdown for keeping active folders assigned to stewards, along with a process for former employees' folders. 4) A going-forward section outlining placement guidelines, file naming standards, and a recurring review cadence. | fail→pass | 32,142 | 36,501 | +14% | 1 | 1 | 0% | 5,169 | 5,394 | +4% | 0 | 0 | — |
▸case-03 Our startup's Dropbox account is filled with redundant folders across product, growth, and operations, including several unmaintained folders from ex-employees. I am acting as the overall drive steward. The team is nervous about losing old project files, though we haven't had a major loss incident yet. Please draft a full cleanup framework that includes:
- A folder-level audit map table showing top folders, last modified dates, owners, and proposed verdicts.
- An archive plan outlining the staging approach, a restoration guarantee, and a draft announcement focusing on safety.
- An ownership mapping assigning clear stewards for surviving root directories and specifying a protocol for ex-employee folders.
- Prevention measures covering organizational placement rules, naming conventions, and a calendar review schedule. | pass→pass | 53,167 | 23,484 | -56% | 1 | 1 | 0% | 7,205 | 4,366 | -39% | 0 | 0 | — |
▸case-04 Our legal compliance team needs a formal corporate document retention policy specifying mandatory legal destruction periods (e.g., purge tax records after 7 years, delete employment contracts after 10 years). Please draft this regulatory compliance policy. | pass→fail | 24,639 | 28,329 | +15% | 1 | 1 | 0% | 3,558 | 4,810 | +35% | 0 | 0 | — |
▸case-05 We need a detailed corporate file naming standard for engineering blueprints and marketing graphics, including exact token orders, date formats (YYYY-MM-DD), and separator rules. Can you write our company file naming style guide? | pass→pass | 33,983 | 23,718 | -30% | 1 | 1 | 0% | 5,107 | 5,408 | +6% | 0 | 0 | — |
▸case-06 Our IT security administrator needs to conduct an RBAC permission audit across Google Workspace drives to fix public sharing links, elevated admin access, and external user access rights. Please create an IAM permission audit checklist. | pass→fail | 30,606 | 29,375 | -4% | 1 | 1 | 0% | 3,448 | 4,172 | +21% | 0 | 0 | — |
▸case-07 Our design team's Dropbox has grown chaotic with 50 top-level folders, duplicate brand asset folders ('Brand 2021', 'Brand New', 'Brand Final'), and old project directories. I am taking ownership as steward. We are tempted to go file-by-file through all 10,000 files to clean up. How should we execute this cleanup? | fail→pass | 21,344 | 17,196 | -19% | 1 | 1 | 0% | 2,645 | 3,545 | +34% | 0 | 0 | — |
▸case-08 Our SharePoint site has 20 root libraries managed by nobody in particular. We want to clean it up next week by having IT delete old project libraries from 2019 without telling staff, to avoid argument. As the designated drive steward, how should I proceed? | fail→pass | 20,538 | 20,208 | -2% | 1 | 1 | 0% | 1,878 | 3,184 | +70% | 0 | 0 | — |
▸case-09 We have 15 folders in Google Drive belonging to employees who left the company over the past three years ('Sarah_Sales', 'Mark_Dev', etc.). Half the team wants to delete them immediately, while the other half treats them as untouchable ghost folders that can never be modified. I am leading the drive cleanup. What exact workflow should we apply? | pass→pass | 17,175 | 22,367 | +30% | 1 | 1 | 0% | 2,397 | 3,547 | +48% | 0 | 0 | — |
▸case-10 Our engineering organization suffered a major incident two years ago when a server backup script was accidentally deleted during a cleanup attempt. Now, engineers strongly oppose any drive organization effort. I am taking on the steward role to reorganize our Google Drive. How should our cleanup process and team communication address this fear? | pass→pass | 25,021 | 37,718 | +51% | 1 | 1 | 0% | 2,837 | 3,987 | +41% | 0 | 0 | — |
▸case-11 During our drive audit, we identified six top-level folders named 'Misc', 'Shared Documents', 'Team Uploads', 'Scratchpad', 'General 2023', and 'Temp Storage'. None of these have an assigned owner or active team champion. I am the cleanup steward. What verdict should these unowned top-level folders receive in our audit map? | fail→pass | 20,400 | 17,097 | -16% | 1 | 1 | 0% | 2,330 | 2,811 | +21% | 0 | 0 | — |
▸case-12 We are auditing a shared drive with 30 root folders. Several project directories show last-modified dates from 18 months ago and have no active owner, but team members aren't sure if they might need something inside later. As drive steward, what rule determines their audit verdict? | fail→pass | 16,097 | 12,411 | -23% | 1 | 1 | 0% | 1,773 | 2,263 | +28% | 0 | 0 | — |
▸case-13 We finished reorganizing our company Google Drive six months ago, but it is already starting to clutter up with duplicate folders and unowned project debris again. As the primary drive steward, what structural governance mechanisms must we implement to stop this cycle permanently? | fail→pass | 24,637 | 21,580 | -12% | 1 | 1 | 0% | 2,436 | 3,459 | +42% | 0 | 0 | — |
▸case-14 I want to clean up our company's Google Drive because it looks messy, but leadership hasn't assigned an official drive steward and no root folder owners have been designated yet. Should I start reorganizing files and moving folders over the weekend to surprise the team with a clean drive? | fail→pass | 18,289 | 16,353 | -11% | 1 | 1 | 0% | 1,950 | 2,758 | +41% | 0 | 0 | — |
▸case-15 We are organizing our company SharePoint drive during 2026. We have 10 legacy folders from inactive departments that need to be archived safely so team members can still locate them if needed. Where and how should these inactive folders be positioned in the drive? | fail→fail | 24,481 | 24,221 | -1% | 1 | 1 | 0% | 2,391 | 3,741 | +56% | 0 | 0 | — |
▸case-16 Our shared drive contains four separate root directories: 'Marketing 2022', 'Marketing New', 'Marketing Assets Final', and 'Marketing Shared'. I am acting as drive steward. How should our audit map handle these overlapping directories? | pass→pass | 20,435 | 16,321 | -20% | 1 | 1 | 0% | 2,376 | 2,917 | +23% | 0 | 0 | — |
▸case-17 I am preparing the kickoff communication to our 200-person company regarding our upcoming Google Drive reorganization. The team is worried that old project work will disappear. What key headline and messaging posture must the announcement take? | fail→fail | 23,507 | 18,182 | -23% | 1 | 1 | 0% | 2,326 | 2,992 | +29% | 0 | 0 | — |
▸case-18 Our drive cleanup audit covers root directories like 'Legal & Compliance', 'Executive Board Notes', and 'HR Confidential'. As the overall drive steward, how should I handle these sensitive directories in our audit map and stewardship assignment? | pass→pass | 20,973 | 19,161 | -9% | 1 | 1 | 0% | 2,392 | 3,109 | +30% | 0 | 0 | — |
▸case-19 Our executive team wants to ensure our drive cleanup isn't just a one-time event that falls apart in 90 days. As primary steward, what specific recurring operational meeting and schedule should I put on the calendar? | fail→pass | 22,714 | 17,965 | -21% | 1 | 1 | 0% | 2,642 | 3,008 | +14% | 0 | 0 | — |
▸case-20 Our department drive has 5,000 files spread across 50 top-level folders. Our intern offered to go through every single file individually to decide whether to keep or delete each one. As drive steward, should I approve this plan? | pass→pass | 20,662 | 20,612 | -0% | 1 | 1 | 0% | 1,939 | 3,071 | +58% | 0 | 0 | — |
▸case-21 I am planning to move 20 inactive top-level folders to an archive directory tonight after hours so nobody notices or complains. Is this stealth approach recommended for drive stewardship? | pass→fail | 18,592 | 15,407 | -17% | 1 | 1 | 0% | 1,670 | 2,395 | +43% | 0 | 0 | — |
▸case-22 We completed the audit map for our team drive and identified 8 top-level folders to keep ('Engineering', 'Product', 'Operations', 'Finance', 'Design', 'Sales', 'Customer Success', 'People'). What is the mandatory next step for these surviving root folders before we proceed with archiving? | fail→fail | 18,501 | 8,556 | -54% | 1 | 1 | 0% | 1,961 | 2,094 | +7% | 0 | 0 | — |
▸case-23 We have five folders created by former engineers who left the startup last year. The current lead engineer wants to delete the folders entirely, while product managers want to leave them untouched forever. As drive steward, who specifically needs to participate in reviewing these folders before archiving? | fail→pass | 11,413 | 17,367 | +52% | 1 | 1 | 0% | 1,807 | 2,640 | +46% | 0 | 0 | — |