"the user dumped their entire college computer files in Claude in a last-gasp effort."

Claude has limits that would make this simple statement be much more complicated-

Via Claude "So the chat upload file size limit is actually 500MB per file (not 30MB as many third-party sources claim - those appear to be outdated). The 20-file-per-chat cap and the 30MB-per-file limit in Projects remain consistent across plans. The real constraint at any subscription level remains the context window - how many tokens Claude can hold in memory at once during a conversation. "