Thanks Eli for help, but at my end it doesn't work.
I completely emptied the "Authentication" connection settings pane except for 
the checkbox "Ignore server certificate", and put "ANY" in the security mode, 
without success.

Here is the guacd log:

May 10 11:12:42  guacd[7]: INFO:#011Creating new client for protocol "rdp"
May 10 11:12:42  guacd[7]: INFO:#011Connection ID is 
"$61edb43f-0fb3-46ab-9a02-ec04b3892929"
May 10 11:12:42  guacd[12488]: INFO:#011Security mode: Negotiate (ANY)
May 10 11:12:42  guacd[12488]: INFO:#011Resize method: none
May 10 11:12:42  guacd[12488]: INFO:#011No clipboard line-ending normalization 
specified. Defaulting to preserving the format of all line endings.
May 10 11:12:42  guacd[12488]: INFO:#011User 
"@b0967c60-e755-4c99-aedc-8753f3a4da7c" joined connection 
"$61edb43f-0fb3-46ab-9a02-ec04b3892929" (1 users now present)
May 10 11:12:42  guacd[12488]: INFO:#011Recording of session will be saved to 
"/record/20220510-091242".
May 10 11:12:42  guacd[12488]: INFO:#011Loading keymap "base"
May 10 11:12:42  guacd[12488]: INFO:#011Loading keymap "it-it-qwerty"
May 10 11:12:42  guacd[12488]: INFO:#011RDP server closed/refused connection: 
Server refused connection (wrong security type?)
May 10 11:12:42  guacd[12488]: INFO:#011User 
"@b0967c60-e755-4c99-aedc-8753f3a4da7c" disconnected (0 users remain)
May 10 11:12:42  guacd[12488]: INFO:#011Last user of connection 
"$61edb43f-0fb3-46ab-9a02-ec04b3892929" disconnected
May 10 11:12:42  guacd[7]: INFO:#011Connection 
"$61edb43f-0fb3-46ab-9a02-ec04b3892929" removed.

Lorenzo

Da: Abramson, Eli <[email protected]>
Inviato: martedì 10 maggio 2022 11:08
A: [email protected]
Oggetto: RE: [External] RE: RDP with NLA Authentication

Hi Lorenzo,
I've faced the same issue when trying to leave the "Security mode:" blank. 
Guacamole has started prompting for credentials when connecting to RDP machines 
as soon as I've switched it to "Any"; For me this works for Windows machines 
older than Server 2008R2 as well as newer(where NLA is enforced by default)!

From: MAURIZI Lorenzo 
<[email protected]<mailto:[email protected]>>
Sent: Tuesday, May 10, 2022 10:15 AM
To: [email protected]<mailto:[email protected]>
Subject: [External] RE: RDP with NLA Authentication


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I forgot to add that I'm using latest 1.4.0 version of Guacamole and guacd 
docker containers.



Thanks.



On 2022/05/10 07:11:45 MAURIZI Lorenzo wrote:

> Dear all,

> I'm new to Guacamole and I am setting up a new installation based upon docker 
> and docker-compose.

> Reading the great documentation I was able to install Guacamole, configure 
> the TOTP module, customize the interface.

> Everything works as expected, except the fact that I need to save into 
> connection profile the credentials to connect with RDP protocol to recent 
> Windows systems.

> I have read some JIRA issues about RDP authentication and the NLA problem, 
> and I was thinking that Guacamole was able to ask for user and password while 
> connecting to the remote machine.

> But I can't still obtain a prompt for user and password, while all is working 
> well when the credentials are saved into the connection profile.

>

> Is it possible to connect with RDP avoiding to save user and password into 
> connection profile?

>

> Thanks in advance.

> Best regards.

>

> Lorenzo

>

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