Hello, This is debug output from a working connection specifying tls and a non-working connection specifying any as the security type. openssl is 1.1.1k.
// RDP security parameter set to tls Jul 18 12:22:41 guac guacd[661242]: guacd[661242]: INFO:#011Creating new client for protocol "rdp" ... Jul 18 12:22:41 guac guacd[816551]: guacd[816551]: INFO:#011Security mode: TLS ... Jul 18 12:22:41 guac guacd[816551]: guacd[816551]: DEBUG:#011primitives autodetect, using optimized Jul 18 12:22:41 guac guacd[816551]: guacd[816551]: DEBUG:#011freerdp_tcp_is_hostname_resolvable:freerdp_set_last_error_ex resetting error state Jul 18 12:22:41 guac guacd[816551]: guacd[816551]: DEBUG:#011freerdp_tcp_connect:freerdp_set_last_error_ex resetting error state Jul 18 12:22:42 guac guacd[816551]: guacd[816551]: DEBUG:#011CLIPRDR (clipboard redirection) channel connected. Jul 18 12:22:42 guac guacd[816551]: guacd[816551]: DEBUG:#011SVC "rdpdr" connected. Jul 18 12:22:42 guac guacd[816551]: guacd[816551]: DEBUG:#011SVC "rdpsnd" connected. Jul 18 12:22:42 guac guacd[816551]: guacd[816551]: DEBUG:#011Loading Dynamic Virtual Channel disp Jul 18 12:22:43 guac guacd[816551]: guacd[816551]: DEBUG:#011Clipboard data received. Reporting availability of clipboard data to RDP server. Jul 18 12:22:43 guac guacd[816551]: Connected to RDPDR 1.13 as client 0x0003 Jul 18 12:22:43 guac guacd[816551]: guacd[816551]: INFO:#011Connected to RDPDR 1.13 as client 0x0003 // RDP security parameter set to any Jul 18 12:33:20 guac guacd[661242]: guacd[661242]: INFO:#011Creating new client for protocol "rdp" ... Jul 18 12:33:20 guac guacd[818043]: guacd[818043]: INFO:#011Security mode: Negotiate (ANY) ... Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011primitives autodetect, using optimized Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011freerdp_tcp_is_hostname_resolvable:freerdp_set_last_error_ex resetting error state Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011freerdp_tcp_connect:freerdp_set_last_error_ex resetting error state Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011BIO_read returned an error: error:14094438:SSL routines:ssl3_read_bytes:tlsv1 alert internal error Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011transport_read_layer:freerdp_set_last_error_ex ERRCONNECT_CONNECT_TRANSPORT_FAILED [0x0002000D] Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011freerdp_tcp_is_hostname_resolvable:freerdp_set_last_error_ex resetting error state Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011freerdp_tcp_connect:freerdp_set_last_error_ex resetting error state Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011BIO_read returned an error: error:14094438:SSL routines:ssl3_read_bytes:tlsv1 alert internal error Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011transport_read_layer:freerdp_set_last_error_ex ERRCONNECT_CONNECT_TRANSPORT_FAILED [0x0002000D] Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011freerdp_post_connect failed Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011SVC "rdpdr" disconnected. Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: DEBUG:#011SVC "rdpsnd" disconnected. Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: INFO:#011RDP server closed/refused connection: Server refused connection (wrong security type?) Jul 18 12:33:21 guac guacd[818043]: RDP server closed/refused connection: Server refused connection (wrong security type?) Jul 18 12:33:21 guac guacd[818043]: guacd[818043]: INFO:#011User "@fbbd7731-e396-4816-8999-f9af7e99953b" disconnected (0 users remain) Interesting that specifying tls works in one case and not the other. - Steve