ML
    • Recent
    • Categories
    • Tags
    • Popular
    • Users
    • Groups
    • Register
    • Login

    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
    11
    55
    9.5k
    Loading More Posts
    • Oldest to Newest
    • Newest to Oldest
    • Most Votes
    Reply
    • Reply as topic
    Log in to reply
    This topic has been deleted. Only users with topic management privileges can see it.
    • 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. 😞

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

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

                                @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

                                MS says what it does and the description is EXACTLY a VPN. It's as VPN as VPN gets. No different than Pertino or ZeroTier.

                                DashrenderD 1 Reply Last reply Reply Quote 1
                                • 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:

                                  @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

                                  MS says what it does and the description is EXACTLY a VPN. It's as VPN as VPN gets. No different than Pertino or ZeroTier.

                                  This was my point. There's no reason to list it separately from a VPN, because it is a VPN.

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

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

                                    @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:

                                    @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

                                    MS says what it does and the description is EXACTLY a VPN. It's as VPN as VPN gets. No different than Pertino or ZeroTier.

                                    This was my point. There's no reason to list it separately from a VPN, because it is a VPN.

                                    Exactly. It's the middle of the VPN field.

                                    1 Reply Last reply Reply Quote 0
                                    • A
                                      Alex Sage @bigbear
                                      last edited by

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

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

                                      This.

                                      1 Reply Last reply Reply Quote 0
                                      • dafyreD
                                        dafyre
                                        last edited by

                                        Or you could use the Vultr firewall to block everything and use something like ZeroTier as the VPN component.

                                        scottalanmillerS 1 Reply Last reply Reply Quote 0
                                        • scottalanmillerS
                                          scottalanmiller @dafyre
                                          last edited by

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

                                          Or you could use the Vultr firewall to block everything and use something like ZeroTier as the VPN component.

                                          Yup, any VPN will work, but ZT has a lot of cool flexibility.

                                          DashrenderD 1 Reply Last reply Reply Quote 0
                                          • scottalanmillerS
                                            scottalanmiller
                                            last edited by

                                            With ZT, you can use the AD on the RDS server to provide AD to the end points as well.

                                            1 Reply Last reply Reply Quote 0
                                            • 1
                                            • 2
                                            • 3
                                            • 2 / 3
                                            • First post
                                              Last post