Central Iowa Linux Users Group May 2020 Meeting: WireGuard

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This document summarizes a presentation about the Wireguard VPN protocol given to the Central Iowa Linux Users Group. It begins with introductions and background about the presenter and organization. The bulk of the document discusses and compares existing VPN protocols like PPTP, OpenVPN, and IPSec and their security issues. It focuses on introducing Wireguard as a newer, more lightweight VPN protocol that uses standardized encryption and has no known vulnerabilities. It concludes with demos of installing Wireguard on Ubuntu, MacOS, and Android.

Internet

Welcome to Lug
We meet the Third Wednesday of every month (right now
in the cloud)
Our website is at http://cialug.org
We have a mailinglist
And slack / IRC
2

About our Presenter
Andrew Denner
• http://denner.co
• twitter: @adenner
• Senior Software Developer
• Linux Tinkerer
4

Wireguard
For Fun and Networking
Andrew Denner
Central Iowa Linux Users Group
May 20, 2020

What are my options
• PPTP
• OpenVPN
• IPSec
• Wireguard
8

PPTP
• Stands for ”Point-to-Point Tunneling Protocol”
• Introduced in 1995 and was improvement on PPP
• Initially Windows implementation
• Basic TCP based tunnel on port 1723
• Most compatible and simple but not very secure
• NSA likely cracked PPTP traffic
• MS-CHAP V1 & 2 are cracked (authentication)
• MPPE uses RC4 Stream Cipher
9

IPSec IKEv2
• Part of IPSec Protocol RFC7296
• Uses fixed ports so easier to block
• Can use large Suite of crypto algorithms (3DES, AES,
Blowfish, Camellia et.al.)
• No known major vulnerabilities but rumors of NSA
exploit
• in theory faster than OpenVpn
• implementation OpenSwan
10

OpenVPN
• Developed by OpenVPN technologies but not RFC
Standard
• Uses OpenSSL library for encryption & supports 3DES
AES RC5 blowfish et.al. Using SSL/TLS for Key exchange
• No known major vulnerabilities
• Easy to use and configurable can run any port and
UDP TCP
• Not included in any OS but easy to install
11

Wireguard
• Very fast with low overhead using Standardized sauce
• Standardized Encryption
• ChaCha20 for symmetric encryption (RFC7539)
• Curve25519 for ECDH
• Blake2 hashing (RFC 7693)
• SipHash24 hashtable keys
• HKDF key derivation (RFC5869)
• UDP based handshake & key exchange with
perfect forward secrecy protects against
impersonation and replay attacks
12

Wireguard (cont.)
• No known major vulnerabilities but is new has been
3rd party audited
• Uses UDP and configurable to any port but may suffer
from traffic shaping more easily
• In tree support in Kernel 5.6 but other OS require
installation of Client App.
13

Demo 1: Install Wireguard on Ubuntu
20.04
15

References
• Comparison of VPN Protocols https:
//www.ivpn.net/pptp-vs-ipsec-ikev2-vs-openvpn-vs-wireguard
• NSA Crack of PPTP: https://hacker10.com/internet-anonymity/
secret-documents-show-the-nsa-is-spying-on-vpn-users/
• NSA IPSEC: https://www.forbes.com/sites/thomasbrewster/2016/
08/19/cisco-nsa-vpn-hack-shadow-brokers-leak/
• Set Up Wireguard https://www.linode.com/docs/networking/vpn/
set-up-wireguard-vpn-on-ubuntu/
18

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