I don’t mean to take us too far off course, but can you explain how “private 
VLAN” and “air gap” can coexist real quick?



From: Sean Hulbert <[email protected]>
Sent: Monday, June 5, 2023 10:07 AM
To: [email protected]
Subject: RE: SSH Connections --- VMWare Hosts

Hello Nick
thank you, I think I will agree to disagree.

Well I did leave out all the security implemented, however we did pass the 
FedRAMP MIL4 and HIPAA audits with our implementation.
Lets hope you are running a layer 7 firewall on your Edge and micro firewalls 
in front of the ingress end points or it will be a another tragic story on the 
news.

You want a Jump VM as a degree of separation in an isolated network which is 
can have internal MFA enabled on it; not just TOTP with Guac, By going from 
guac to VMware you have no separation/segmentation.   There is nothing wrong 
having a standalone Windows server as a utility VM or even Linux system, using 
private vlans to help air gap the connections.


Thank You
Sean Hulbert

Founder / CEO
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From: Nick Couchman [mailto:[email protected]]
Sent: Monday, June 5, 2023 9:34 AM
To: [email protected]<mailto:[email protected]>
Subject: Re: SSH Connections --- VMWare Hosts



On Mon, Jun 5, 2023 at 12:32 PM Sean Hulbert 
<[email protected]<mailto:[email protected]>>
 wrote:
It is fundamentally a bad idea to go directly to your HOST VMware server, you 
should use a jumper (utility) VM with connection to the Host on the backend, 
like windows server 2019 or 2022.


1) Guacamole _is_ the jump/utility VM.
2) In my estimation, it is a fundamentally bad idea to set up a Windows-based 
server just to log in to UNIX/Linux/ESX servers.

-Nick

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