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I'm facing some connectivity issues with accessing Tails along with IP vanish software. This is what I'm doing
Now I'm doing this because I believe using IP vanish along with Tails would offer a better security from being traced back
Any solutions?
The checklist is:
post your logs, so I'll be able to help you further
UPDATE: So thats "what is this, what it's for and how exactly can it help in your case": Grade-zero: a very valuable addition to your question will be a tor run log, so it will be more clear technically in details what's happening.
First, it seems that a direct Tor protocol seems to be blocked and/or messed up by a network connection you're using(IPVanish, I presume. But there can be a MitM before/between your VPN). So the "medicine" here is a thing, "that changes a Tor protocol from it's original way to look like something else". That's the exact definition and puropse of a pluggable transport. There are many of them, you can see a semi-full list on an official website page about them. The ones I've mentioned are the most working ones: ObFS is a synonym/alias for "obfuscation" word, so there are some versions/generations of it, and I do recommend you not to start from the latest one - obfs4 - but start from more common obfs3. If it still will not work - try Meek, that tries to mimic HTTPS in general. And also an endpoints for connecting to Tor network(=Guards/EntryGuards) can be banned on by-ip basis, so that's why I do recommend you to seed at working connection first - to obtain an offline copy of the most actual state of the network, so some entries won't be banned. And even if they are - you can not to use them as a first hop, and try to pick any relay to be an entry point.
torrc config and running log. It will help me a lot to help you