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    Best Practices - Securing your Windows Server 2016 VM on Vultr

    IT Discussion
    fail2ban vultr iaas windows windows server windoes server 2016 security hosting reverse proxy vpn zerotier directaccess rds azure
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    • bigbearB
      bigbear
      last edited by

      I have no idea of a fail to ban for windows... do you have something in mind?

      If RDP is running on port 50000+ can it still be identified as RDP?

      scottalanmillerS 2 Replies Last reply Reply Quote 0
      • scottalanmillerS
        scottalanmiller @bigbear
        last edited by

        @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

        I have no idea of a fail to ban for windows... do you have something in mind?

        https://rdpguard.com/

        1 Reply Last reply Reply Quote 4
        • scottalanmillerS
          scottalanmiller @bigbear
          last edited by

          @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

          If RDP is running on port 50000+ can it still be identified as RDP?

          Yes. Moving ports does nothing.

          1 Reply Last reply Reply Quote 1
          • bigbearB
            bigbear
            last edited by

            Thanks for the link.

            Seems like launching a firewall and only allowing access from my office IP range would be the best start. That would at least keep the load off the server.

            I am not sure if Vultr firewall has VPN. That could be the roaming solution though. Or Windows DirectAccess?

            scottalanmillerS 2 Replies Last reply Reply Quote 0
            • scottalanmillerS
              scottalanmiller @bigbear
              last edited by

              @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

              Thanks for the link.

              Seems like launching a firewall and only allowing access from my office IP range would be the best start. That would at least keep the load off the server.

              Yes, that will do a lot. you should have the firewall on teh Windows box doing that already anyway as a best practice. So this would only be additional to that, hopefully.

              bigbearB 1 Reply Last reply Reply Quote 1
              • scottalanmillerS
                scottalanmiller @bigbear
                last edited by

                @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                I am not sure if Vultr firewall has VPN. That could be the roaming solution though. Or Windows DirectAccess?

                It does not, but you are free to implement anything that you want. OpenVPN is very good. ZeroTier is very good. Loads of options. Most are free.

                1 Reply Last reply Reply Quote 2
                • bigbearB
                  bigbear @scottalanmiller
                  last edited by

                  @scottalanmiller said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                  @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                  Thanks for the link.

                  Seems like launching a firewall and only allowing access from my office IP range would be the best start. That would at least keep the load off the server.

                  Yes, that will do a lot. you should have the firewall on teh Windows box doing that already anyway as a best practice. So this would only be additional to that, hopefully.

                  Firewall is on but not configured to allow RDP from a specific range. Honestly I didn't have trouble with Azure but I planned to go through some security best practices before launching it to my employees. Not surprised its happening though.

                  1 Reply Last reply Reply Quote 0
                  • black3dynamiteB
                    black3dynamite
                    last edited by

                    https://github.com/glasnt/wail2ban

                    scottalanmillerS 1 Reply Last reply Reply Quote 3
                    • scottalanmillerS
                      scottalanmiller @black3dynamite
                      last edited by

                      @black3dynamite said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                      https://github.com/glasnt/wail2ban

                      nice find. Anyone using it?

                      bigbearB 1 Reply Last reply Reply Quote 0
                      • bigbearB
                        bigbear @scottalanmiller
                        last edited by

                        @scottalanmiller Since I'm in testing phase, and because the logo is basically a photo of a drawing, I am going all in...

                        1 Reply Last reply Reply Quote 1
                        • DustinB3403D
                          DustinB3403
                          last edited by

                          /sarcasm

                          Turn it off

                          sarcasm/

                          1 Reply Last reply Reply Quote 0
                          • DashrenderD
                            Dashrender
                            last edited by

                            JB was using a Windows version of fail2ban awhile ago.

                            JaredBuschJ 1 Reply Last reply Reply Quote 0
                            • JaredBuschJ
                              JaredBusch @Dashrender
                              last edited by

                              @Dashrender said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                              JB was using a Windows version of fail2ban awhile ago.

                              I looked into and tested. Did not deploy.
                              Related: I completely forgot about that project. WTF server was I testing that on.

                              1 Reply Last reply Reply Quote 0
                              • bigbearB
                                bigbear
                                last edited by

                                Have had some issues with it banning the servers external WAN address when behind NAT instead of the remote IP Address. Have been sifting through code but its not an active project, just a one time port.

                                Using the VULTR firewall to restrict all inbound traffic and to allow RDP sessions based on our office WAN IP has stopped the issues. However, I am still trying to decide how that helps my roaming users.

                                Outside of VPN or DirectAccess I am not sure what other secure access methods there could be. Looking for ideas.

                                black3dynamiteB DashrenderD scottalanmillerS 3 Replies Last reply Reply Quote 0
                                • black3dynamiteB
                                  black3dynamite @bigbear
                                  last edited by

                                  @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                  Have had some issues with it banning the servers external WAN address when behind NAT instead of the remote IP Address. Have been sifting through code but its not an active project, just a one time port.

                                  Using the VULTR firewall to restrict all inbound traffic and to allow RDP sessions based on our office WAN IP has stopped the issues. However, I am still trying to decide how that helps my roaming users.

                                  Outside of VPN or DirectAccess I am not sure what other secure access methods there could be. Looking for ideas.

                                  Maybe a jump server could be an option?

                                  1 Reply Last reply Reply Quote 0
                                  • DashrenderD
                                    Dashrender @bigbear
                                    last edited by

                                    @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                    Have had some issues with it banning the servers external WAN address when behind NAT instead of the remote IP Address. Have been sifting through code but its not an active project, just a one time port.

                                    Using the VULTR firewall to restrict all inbound traffic and to allow RDP sessions based on our office WAN IP has stopped the issues. However, I am still trying to decide how that helps my roaming users.

                                    Outside of VPN or DirectAccess I am not sure what other secure access methods there could be. Looking for ideas.

                                    FYI, Direct Access (DA) is a VPN solution.

                                    bigbearB 1 Reply Last reply Reply Quote 1
                                    • scottalanmillerS
                                      scottalanmiller @bigbear
                                      last edited by

                                      @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                      Outside of VPN or DirectAccess I am not sure what other secure access methods there could be. Looking for ideas.

                                      VPN or VPN-like reverse proxy are basically the only possible options.

                                      1 Reply Last reply Reply Quote 0
                                      • bigbearB
                                        bigbear @Dashrender
                                        last edited by

                                        @Dashrender said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                        @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                        Have had some issues with it banning the servers external WAN address when behind NAT instead of the remote IP Address. Have been sifting through code but its not an active project, just a one time port.

                                        Using the VULTR firewall to restrict all inbound traffic and to allow RDP sessions based on our office WAN IP has stopped the issues. However, I am still trying to decide how that helps my roaming users.

                                        Outside of VPN or DirectAccess I am not sure what other secure access methods there could be. Looking for ideas.

                                        FYI, Direct Access (DA) is a VPN solution.

                                        Yes but that's not how MS markets it. Its a magical "always-on" connection. That does seem to be part of RRAS.... lol

                                        scottalanmillerS 1 Reply Last reply Reply Quote 0
                                        • bigbearB
                                          bigbear
                                          last edited by

                                          This https://rdpguard.com/ @scottalanmiller posted looks like something worth trying out first. Also appears to be actively developed. Anyone else using it?

                                          Mike DavisM 1 Reply Last reply Reply Quote 0
                                          • DashrenderD
                                            Dashrender @scottalanmiller
                                            last edited by

                                            @scottalanmiller said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                            @bigbear said in Best Practices - Securing your Windows Server 2016 VM on Vultr:

                                            Yes at the moment it is exposed. The only difference on Azure is that the use a high level port instead of 3389.

                                            I would guess those who are scanning would also discover those higher number ports.

                                            Or do I create a Vultr firewall and restrict login attempts to particular IP address ranges?

                                            Well general rule of thumb is that RDP should never be exposed directly, it's not considered a secure protocol and it is the absolutely number one target of attacks because being exposed flags you as being on Windows (making you a high profile target because you are less likely to be properly secured), flagging you as not following security best practices (making you a high profile target because you are less likely to be properly secured) and lets people know that you are paying a premium over UNIX, so you have money to spend and something to lose (the poor can't consider Windows.) So if attackers see RDP, they go after it like crazy. And the expectation from the Microsoft side is that it will never be exposed to the Internet.

                                            This is where a proxy or VPN are expected, always. Not that those won't also get attacked, but they have a different exposure profile, provide another layer of defence, use stronger security, can fail closed, and provide stronger authentication. Same as we were discussing in the other thread about Exchange the other day.

                                            it does suck that that is the case. There is no reason that RDP should be any less secure than SSH. 😞

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