I run into this same issue since about a week. At first I thought it was due to a Windows update on the target machine, but nothing checked out. If it helps solving, here's my most recent session log. after updating to latest RDM (2026.1.9.5)
[18:39:08:083] [21671:6e8a7001] [DEBUG][com.winpr.timezone] - [winpr_get_timezone_from_link]: tzid: Europe/Rome
[18:39:08:083] [21671:6e8a7001] [DEBUG][com.winpr.timezone] - [winpr_get_timezone_from_link]: tzid: Europe/Rome
[18:39:08:084] [21671:6e8a7001] [DEBUG][com.winpr.timezone] - [winpr_get_timezone_from_link]: tzid: Europe/Rome
[18:39:08:084] [21671:6e8a7001] [DEBUG][com.winpr.timezone] - [winpr_get_timezone_from_link]: tzid: Europe/Rome
[18:39:08:087] [21671:6e8a7001] [DEBUG][Remote Desktop Manager] - [Connect]: HomePath /Users/angelo/Documents ConfigPath /Users/angelo/Documents/.freerdp
[18:39:08:091] [21671:6e8a7001] [INFO][Devolutions.Rdp.Credentials] - [Parse]: parsing "a*****", "" (None) => "Username: "a*****" Domain: """
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.core] - [freerdp_connect_begin]: resetting error state
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx rdpdr
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx rdpsnd
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx RDMJump
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx RDMCmd
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx RDMLog
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.channels.cliprdr.client] - [cliprdr_VirtualChannelEntryEx]: VirtualChannelEntryEx
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx cliprdr
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.channels.drdynvc.client] - [drdynvc_VirtualChannelEntryEx]: VirtualChannelEntryEx
[18:39:08:094] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx drdynvc
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.settings] - [log_monitor_configuration]: [BEGIN] MonitorDefArray[1]
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.settings] - [log_monitor]: [0] [primary] {0x0-1792x1042} [0] {1000x1000, orientation: 0, desktopScale: 100, deviceScale: 100}
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.settings] - [log_monitor_configuration]: [END] MonitorDefArray[1]
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx rdpdr
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx rdpsnd
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx RDMJump
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx RDMCmd
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx RDMLog
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.channels.cliprdr.client] - [cliprdr_VirtualChannelEntryEx]: VirtualChannelEntryEx
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx cliprdr
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.channels.drdynvc.client] - [drdynvc_VirtualChannelEntryEx]: VirtualChannelEntryEx
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.client.common.cmdline] - [freerdp_client_load_static_channel_addin]: loading channelEx drdynvc
[18:39:08:095] [21671:6e8a7001] [ERROR][com.freerdp.channels.virtual.channel] - [virtchan_virtual_channel_init_event_ex]: Unhandled event type 0
[18:39:08:095] [21671:6e8a7001] [ERROR][com.freerdp.channels.virtual.channel] - [virtchan_virtual_channel_init_event_ex]: Unhandled event type 0
[18:39:08:095] [21671:6e8a7001] [ERROR][com.freerdp.channels.virtual.channel] - [virtchan_virtual_channel_init_event_ex]: Unhandled event type 0
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.primitives] - [primitives_autodetect_best]: primitives benchmark: only one backend, skipping...
[18:39:08:095] [21671:6e8a7001] [DEBUG][com.freerdp.primitives] - [primitives_autodetect_best]: primitives autodetect, using optimized
[18:39:08:095] [21671:6e8a7001] [WARN][com.freerdp.codec.nsc.neon] - [nsc_init_neon_int]: TODO: Implement neon optimized version of this function
[18:39:08:096] [21671:6e8a7001] [DEBUG][com.freerdp.codec] - [openh264_library_path_from_environment]: no environment variable 'FREERDP_OPENH264_LIBRARY_PATH'
[18:39:08:096] [21671:6e8a7001] [DEBUG][com.freerdp.codec] - [openh264_init]: No FREERDP_OPENH264_LIBRARY_PATH set, using default search
[18:39:08:096] [21671:6e8a7001] [ERROR][com.winpr.library] - [LoadLibraryA]: failed with dlopen(libopenh264.dylib, 0x0005): tried: 'libopenh264.dylib' (relative path not allowed in hardened program), '/System/Volumes/Preboot/Cryptexes/OSlibopenh264.dylib' (no such file), '/Applications/Remote Desktop Manager.app/Contents/Frameworks/FreeRDPSandboxed.app/Contents/MonoBundle/libopenh264.dylib' (no such file), '/usr/lib/libopenh264.dylib' (no such file, not in dyld cache), 'libopenh264.dylib' (relative path not allowed in hardened program)
[18:39:08:096] [21671:6e8a7001] [WARN][com.freerdp.core.codecs] - [freerdp_client_codecs_prepare]: Failed to create h264 codec context
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn][0xa6b30ce00]: *************************************************
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn][0xa6b30ce00]: This build is using [runtime-check] build options:
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn][0xa6b30ce00]: * 'WITH_VERBOSE_WINPR_ASSERT=ON'
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn][0xa6b30ce00]: *
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn][0xa6b30ce00]: [runtime-check] build options might slow down the application
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn][0xa6b30ce00]: *************************************************
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn_cipher][0xa6b30ce00]: *************************************************
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn_cipher][0xa6b30ce00]: [SSL] {Cipher} build or configuration missing:
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn_cipher][0xa6b30ce00]: * des-ede3-cbc: RDP security FIPS mode will not work
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.rdp] - [log_build_warn_cipher][0xa6b30ce00]: *************************************************
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_set_negotiation_enabled]: Enabling security layer negotiation: TRUE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_set_restricted_admin_mode_required]: Enabling restricted admin mode: FALSE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_set_RCG_required]: Enabling remoteCredentialGuards: FALSE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_enable_rdp]: Enabling RDP security: TRUE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_enable_tls]: Enabling TLS security: TRUE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_enable_nla]: Enabling NLA security: TRUE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_enable_ext]: Enabling NLA extended security: FALSE
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.nego] - [nego_enable_rdstls]: Enabling RDSTLS security: FALSE
[18:39:08:098] [21671:6e8a7001] [WARN][com.freerdp.core.nego] - [nego_enable_aad]: This build does not support AAD security, disabling.
[18:39:08:098] [21671:6e8a7001] [DEBUG][com.freerdp.core.rdp] - [rdp_client_transition_to_state][0xa6b30ce00]: CONNECTION_STATE_INITIAL --> CONNECTION_STATE_NEGO
[18:39:08:099] [21671:6e8a7001] [DEBUG][com.freerdp.core] - [freerdp_tcp_is_hostname_resolvable]: resetting error state
[18:39:08:099] [21671:6e8a7001] [DEBUG][com.freerdp.core] - [freerdp_tcp_default_connect]: resetting error state
[18:39:08:099] [21671:6e8a7001] [DEBUG][com.freerdp.core] - [freerdp_tcp_default_connect]: connecting to peer 192.168.1.3
[18:39:08:099] [21671:6e8a7001] [ERROR][com.freerdp.core] - [freerdp_tcp_default_connect]: ERRCONNECT_CONNECT_FAILED [0x00020006]
[18:39:08:099] [21671:6e8a7001] [ERROR][com.freerdp.core] - [freerdp_tcp_default_connect]: failed to connect to 192.168.1.3
[18:39:08:099] [21671:6e8a7001] [ERROR][com.freerdp.core.nego] - [nego_connect]: Failed to connect
[18:39:08:100] [21671:6e8a7001] [DEBUG][com.freerdp.core.rdp] - [rdp_finalize_reset_flags][0xa6b30ce00]: [CONNECTION_STATE_NEGO] reset finalize_sc_pdus
[18:39:08:100] [21671:6e8a7001] [DEBUG][com.freerdp.core.rdp] - [rdp_client_transition_to_state][0xa6b30ce00]: CONNECTION_STATE_NEGO --> CONNECTION_STATE_INITIAL