$ strings /Volumes/Dropbox\ Installer/Dropbox.app/Contents/MacOS/Dropbox\ Installer | grep first URL looked promising, and when I copy-and-pasted it into the browser, it downloaded "Dropbox 46.4.65.dmg". Looked to me like the stub Installer app was having trouble downloaded the full installation, so I tried this: 18:02:43.395 Dropbox Installer NSURLSession/NSURLConnection HTTP load failed (kCFStreamErrorDomainSSL, -9802) 18:02:43.367 Dropbox Installer NSURLSession/NSURLConnection HTTP load failed (kCFStreamErrorDomainSSL, -9802) $ /Volumes/Dropbox\ Installer/Dropbox.app/Contents/MacOS/Dropbox\ Installer When I ran it by hand in the Terminal, I saw: I am running MacOS 10.13.3, and found that the Dropbox Installer simply failed in an SSL handshake.
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