Can't connect to digital ocean private server.

Posted April 4, 2017 4k views

I get an error message after setting up the VPN through windows 10 Settings -> VPN. Configured it with L2TP key. Correct user and pw. Followed the 14.04 tutorial to set up a private network. Error message is “The L2TP connection attempt failed because the security layer encountered a processing error during initial negotiations with the remote computer. ” But I’m totally able to ping the private IP from the console. What gives?

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2 answers

Okay, the DigitalOcean “Private Networking” is sadly a bad labeling. It is used for communication within the same data center if you have other servers there.
It has nothing to do with VPN.

So you want to setup a VPN server, so you can tunnel the traffic from your computer thru your DigitalOcean server?
You need to setup a VPN server on your droplet - here’s a tutorial for StrongSWAN:

by Namo
A virtual private network, or VPN, allows you to securely encrypt traffic as it travels through untrusted networks, such as those at the coffee shop, a conference, or an airport. IKEv2, or Internet Key Exchange v2, is a...


As @hansen stated, you’re not buying anything other than an automated installation service from the site you’re referencing. They essentially deploy a Droplet with DigitalOcean, run an automated installer and then hand things over to you – that’s the general gist of how it works.

That said, from their wording, I can see how one would be confused. Also, despite what they state on their site (i.e. anonymous IP) – the IP isn’t anonymous. It can be traced back to DigitalOcean, as could any IP to any provider as ARIN/RIPE make this information public.

That said, me personally, I wouldn’t exactly trust any site that claims that a VPN will provide anonymity or censorship avoidance as it’s simply not true – whether it’s $3 or $300.

A VPN will encrypt traffic, yes, though it isn’t meant to provide 100% anonymity or prevent censorship. Where there’s a will, there’s a way. If someone higher up, somewhere, wants to monitor you, they can and will by any means necessary. Does that mean they will? No, not at all. I’m just stating that a VPN isn’t going to protect you 100% from everything.