Transmit 4 vs Cloak
When comparing Transmit 4 vs Cloak, the Slant community recommends Transmit 4 for most people. In the question“What are the best power user tools for macOS?” Transmit 4 is ranked 4th while Cloak is ranked 27th. The most important reason people chose Transmit 4 is:
Exchange data with FTP, SFTP or WebDAV servers or your Amazon S3 storage.
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Pros
Pro Fast and powerful file exchange client
Exchange data with FTP, SFTP or WebDAV servers or your Amazon S3 storage.
Pro Supports Amazon S3 & WebDAV
In addition to FTP, allows exchanging data with SFTP or WebDAV servers or your Amazon S3 storage.
Pro Enable a server connection as a normal disk in your Finder
So you can access your storage without the Transmit client.
Pro FTP Sync
Scans local and remote for difference and only transfer modified files. It's not rsync, but it's the next best thing
Pro Can enable a server connection as a normal disk in your Finder
So you can access your storage without the Transmit client.
Pro Does SSL Pinning on OS X
SSL pinning protects against some forms of man-in-the-middle attacks that even SSL encrypted traffic is vulnerable to. Not long ago, iOS did not allow for pinning but that may have changed more recently.
Pro Responsive developer
The developer of Cloak is extremely responsive to feedback and quick to answer questions or support requests.
Pro Senses Trusted WiFi networks
Cloak can be set to not use the VPN on whitelisted WiFI SSIDs (like home/work).
Pro Unlimited devices (as long as they're OSX/iOS)
Unlimited devices and data per account, so you can connect up the whole family or office on one account if you so choose.