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Threat Hunting Exercise: Analyzing Proxy Personal Cloud Storage Exfiltration Dataset

This hunt uses a simulated web proxy dataset (proxy_personal_cloud_exfil_2022-05-07T140000.json) capturing T1567.002: Exfiltration to Cloud Storage, where an insider or compromised account uploads sensitive files to a personal (non-corporate-tenant) cloud storage account shortly before a resignation date, disguised within normally-allowed SaaS traffic.

Step 1: Hypothesis Formation

Hypothesis: A user account uploads an unusually large volume of data to a personal instance of an approved cloud storage service (e.g., a personal Google Drive/Dropbox account rather than the corporate tenant) in a short window, distinguishable via tenant-ID or account-ID fields in proxy/CASB logs, with the activity clustering just before a known employment separation date. Indicators:

Null Hypothesis: The user is uploading personal files (e.g., photos, personal documents) unrelated to corporate data, a common and generally low-risk use of allowed personal cloud services. Invalidate by correlating upload timing/volume with a preceding mass file-access event on corporate file shares.

Rationale: CASB/proxy tenant-isolation controls are frequently misconfigured or absent, making personal-instance access to sanctioned SaaS categories a persistent blind spot; this hunt validates detection using tenant-ID enrichment combined with HR context, a classic insider-risk hunting pattern.

Step 2: Data Sources and Scope

Step 3: Key Findings

Parsed events (7 shown) confirm 2.3 GB uploaded to a personal Dropbox tenant, roughly 40x the user's 30-day baseline, preceded by mass file reads matching sensitive naming patterns.

Timestamp (UTC)UserActionDestinationIOC/Why Suspicious?
2022-05-07 13:40:02j.martinez4663 Read\\FILESRV\Sales\ClientList_2022_Master.xlsxPrecursor IOC: sensitive client-list file accessed 20 minutes before the upload burst begins.
2022-05-07 13:44:19j.martinez4663 Read\\FILESRV\Sales\Pricing_Strategy_Confidential.pptxSecond sensitive file read in the same short window - pattern of targeted collection, not routine work.
2022-05-07 14:02:33j.martinezDropbox uploadtenant_id=personal-88213 (non-corp)Tenant IOC: upload destined for a personal Dropbox account, not the corporate-managed tenant (corp-tenant-9182) - CASB policy assumes corporate tenant only, creating a blind spot.
2022-05-07 14:05-14:40j.martinezDropbox upload x14tenant_id=personal-8821314 sequential uploads totaling 2.3 GB - file sizes and count consistent with the two sensitive documents plus surrounding folder contents.
-j.martinez(30-day baseline)N/AVolume IOC: baseline average daily Dropbox usage for this user is ~55 MB; this single session is ~42x that baseline.
-j.martinez(HR record)N/AContext IOC: HR export shows a resignation submitted 2022-05-03, with last day of employment 2022-05-20 - activity falls within the classic pre-departure exfiltration window.
2022-05-07 18:00:00j.martinez(session end)N/ANo further Dropbox activity after 14:40 - consistent with a single deliberate collection-and-exfil session rather than ongoing personal use.

Validation:

Step 4: Recommendations & Next Steps

Hypothesis confirmed - targeted collection of sensitive files followed by large-volume upload to a personal (non-corporate) cloud storage tenant, within a pre-resignation window!