@Death_Metal is your openvpn client running with output verbosity higher than 1 which is default? Maybe with higher levels you will see more.

Here would be definitions of output verbosity from 1-11

#define D_LINK_ERRORS        LOGLEV(1, 1, M_NONFATAL)   /* show link errors from main event loop */
#define D_CRYPT_ERRORS       LOGLEV(1, 2, M_NONFATAL)   /* show errors from encrypt/decrypt */
#define D_TLS_ERRORS         LOGLEV(1, 3, M_NONFATAL)   /* show TLS control channel errors */
#define D_RESOLVE_ERRORS     LOGLEV(1, 4, M_NONFATAL)   /* show hostname resolve errors */
#define D_COMP_ERRORS        LOGLEV(1, 5, M_NONFATAL)   /* show compression errors */
#define D_REPLAY_ERRORS      LOGLEV(1, 6, M_NONFATAL)   /* show packet replay errors */
#define D_STREAM_ERRORS      LOGLEV(1, 7, M_NONFATAL)    /* TCP stream error requiring restart */
#define D_IMPORT_ERRORS      LOGLEV(1, 8, M_NONFATAL)    /* show server import option errors */
#define D_MULTI_ERRORS       LOGLEV(1, 9, M_NONFATAL)    /* show multi-client server errors */
#define D_EVENT_ERRORS       LOGLEV(1, 10, M_NONFATAL)   /* show event.[ch] errors */
#define D_PUSH_ERRORS        LOGLEV(1, 11, M_NONFATAL)   /* show push/pull errors */
#define D_PID_PERSIST        LOGLEV(1, 12, M_NONFATAL)   /* show packet_id persist errors */
#define D_FRAG_ERRORS        LOGLEV(1, 13, M_NONFATAL)   /* show fragmentation errors */
#define D_ALIGN_ERRORS       LOGLEV(1, 14, M_NONFATAL)   /* show bad struct alignments */

#define D_HANDSHAKE          LOGLEV(2, 20, 0)        /* show data & control channel handshakes */
#define D_CLOSE              LOGLEV(2, 22, 0)        /* show socket and TUN/TAP close */
#define D_PROXY              LOGLEV(2, 24, 0)        /* show http proxy control packets */
#define D_ARGV               LOGLEV(2, 25, 0)        /* show struct argv errors */

#define D_TLS_DEBUG_LOW      LOGLEV(3, 20, 0)        /* low frequency info from tls_session routines */
#define D_GREMLIN            LOGLEV(3, 30, 0)        /* show simulated outage info from gremlin module */
#define D_GENKEY             LOGLEV(3, 31, 0)        /* print message after key generation */
#define D_ROUTE              LOGLEV(3, 0,  0)        /* show routes added and deleted (don't mute) */
#define D_TUNTAP_INFO        LOGLEV(3, 32, 0)        /* show debugging info from TUN/TAP driver */
#define D_RESTART            LOGLEV(3, 33, 0)        /* show certain restart messages */
#define D_PUSH               LOGLEV(3, 34, 0)        /* show push/pull info */
#define D_IFCONFIG_POOL      LOGLEV(3, 35, 0)        /* show ifconfig pool info */
#define D_AUTH               LOGLEV(3, 37, 0)        /* show user/pass auth info */
#define D_MULTI_LOW          LOGLEV(3, 38, 0)        /* show point-to-multipoint low-freq debug info */
#define D_PLUGIN             LOGLEV(3, 39, 0)        /* show plugin calls */
#define D_MANAGEMENT         LOGLEV(3, 40, 0)        /* show --management info */
#define D_SCHED_EXIT         LOGLEV(3, 41, 0)        /* show arming of scheduled exit */
#define D_ROUTE_QUOTA        LOGLEV(3, 42, 0)        /* show route quota exceeded messages */
#define D_OSBUF              LOGLEV(3, 43, 0)        /* show socket/tun/tap buffer sizes */
#define D_PS_PROXY           LOGLEV(3, 44, 0)        /* messages related to --port-share option */
#define D_IFCONFIG           LOGLEV(3, 0,  0)        /* show ifconfig info (don't mute) */
#define D_DCO                LOGLEV(3, 0, 0)         /* show DCO related messages */

#define D_SHOW_PARMS         LOGLEV(4, 50, 0)        /* show all parameters on program initiation */
#define D_SHOW_OCC           LOGLEV(4, 51, 0)        /* show options compatibility string */
#define D_LOW                LOGLEV(4, 52, 0)        /* miscellaneous low-frequency debug info */
#define D_DHCP_OPT           LOGLEV(4, 53, 0)        /* show DHCP options binary string */
#define D_MBUF               LOGLEV(4, 54, 0)        /* mbuf.[ch] routines */
#define D_PACKET_TRUNC_ERR   LOGLEV(4, 55, 0)        /* PACKET_TRUNCATION_CHECK */
#define D_MULTI_DROPPED      LOGLEV(4, 57, 0)        /* show point-to-multipoint packet drops */
#define D_MULTI_MEDIUM       LOGLEV(4, 58, 0)        /* show medium frequency multi messages */
#define D_X509_ATTR          LOGLEV(4, 59, 0)        /* show x509-track attributes on connection */
#define D_INIT_MEDIUM        LOGLEV(4, 60, 0)        /* show medium frequency init messages */
#define D_MTU_INFO           LOGLEV(4, 61, 0)        /* show terse MTU info */
#define D_PID_DEBUG_LOW      LOGLEV(4, 63, 0)        /* show low-freq packet-id debugging info */
#define D_PID_DEBUG_MEDIUM   LOGLEV(4, 64, 0)        /* show medium-freq packet-id debugging info */

#define D_LOG_RW             LOGLEV(5, 0,  0)        /* Print 'R' or 'W' to stdout for read/write */

#define D_RTNL               LOGLEV(6, 68, M_DEBUG)  /* show RTNL low level operations */
#define D_LINK_RW            LOGLEV(6, 69, M_DEBUG)  /* show TCP/UDP reads/writes (terse) */
#define D_TUN_RW             LOGLEV(6, 69, M_DEBUG)  /* show TUN/TAP reads/writes */
#define D_TAP_WIN_DEBUG      LOGLEV(6, 69, M_DEBUG)  /* show TAP-Windows driver debug info */
#define D_CLIENT_NAT         LOGLEV(6, 69, M_DEBUG)  /* show client NAT debug info */
#define D_XKEY               LOGLEV(6, 69, M_DEBUG)  /* show xkey-provider debug info */
#define D_DCO_DEBUG          LOGLEV(6, 69, M_DEBUG)  /* show DCO related lowlevel debug messages */

#define D_SHOW_KEYS          LOGLEV(7, 70, M_DEBUG)  /* show data channel encryption keys */
#define D_SHOW_KEY_SOURCE    LOGLEV(7, 70, M_DEBUG)  /* show data channel key source entropy */
#define D_REL_LOW            LOGLEV(7, 70, M_DEBUG)  /* show low frequency info from reliable layer */
#define D_FRAG_DEBUG         LOGLEV(7, 70, M_DEBUG)  /* show fragment debugging info */
#define D_WIN32_IO_LOW       LOGLEV(7, 70, M_DEBUG)  /* low freq win32 I/O debugging info */
#define D_MTU_DEBUG          LOGLEV(7, 70, M_DEBUG)  /* show MTU debugging info */
#define D_MULTI_DEBUG        LOGLEV(7, 70, M_DEBUG)  /* show medium-freq multi debugging info */
#define D_MSS                LOGLEV(7, 70, M_DEBUG)  /* show MSS adjustments */
#define D_COMP_LOW           LOGLEV(7, 70, M_DEBUG)  /* show adaptive compression state changes */
#define D_CONNECTION_LIST    LOGLEV(7, 70, M_DEBUG)  /* show <connection> list info */
#define D_SCRIPT             LOGLEV(7, 70, M_DEBUG)  /* show parms & env vars passed to scripts */
#define D_SHOW_NET           LOGLEV(7, 70, M_DEBUG)  /* show routing table and adapter list */
#define D_ROUTE_DEBUG        LOGLEV(7, 70, M_DEBUG)  /* show verbose route.[ch] output */
#define D_TLS_STATE_ERRORS   LOGLEV(7, 70, M_DEBUG)  /* no TLS state for client */
#define D_SEMAPHORE_LOW      LOGLEV(7, 70, M_DEBUG)  /* show Win32 semaphore waits (low freq) */
#define D_SEMAPHORE          LOGLEV(7, 70, M_DEBUG)  /* show Win32 semaphore waits */
#define D_TEST_FILE          LOGLEV(7, 70, M_DEBUG)  /* show test_file() calls */
#define D_MANAGEMENT_DEBUG   LOGLEV(3, 70, M_DEBUG)  /* show --management debug info */
#define D_PLUGIN_DEBUG       LOGLEV(7, 70, M_DEBUG)  /* show verbose plugin calls */
#define D_SOCKET_DEBUG       LOGLEV(7, 70, M_DEBUG)  /* show socket.[ch] debugging info */
#define D_SHOW_PKCS11        LOGLEV(7, 70, M_DEBUG)  /* show PKCS#11 actions */
#define D_ALIGN_DEBUG        LOGLEV(7, 70, M_DEBUG)  /* show verbose struct alignment info */
#define D_PACKET_TRUNC_DEBUG LOGLEV(7, 70, M_DEBUG)  /* PACKET_TRUNCATION_CHECK verbose */
#define D_PING               LOGLEV(7, 70, M_DEBUG)  /* PING send/receive messages */
#define D_PS_PROXY_DEBUG     LOGLEV(7, 70, M_DEBUG)  /* port share proxy debug */
#define D_TLS_KEYSELECT      LOGLEV(7, 70, M_DEBUG)  /* show information on key selection for data channel */
#define D_ARGV_PARSE_CMD     LOGLEV(7, 70, M_DEBUG)  /* show parse_line() errors in argv_parse_cmd */
#define D_CRYPTO_DEBUG       LOGLEV(7, 70, M_DEBUG)  /* show detailed info from crypto.c routines */
#define D_PID_DEBUG          LOGLEV(7, 70, M_DEBUG)  /* show packet-id debugging info */
#define D_PUSH_DEBUG         LOGLEV(7, 73, M_DEBUG)  /* show push/pull debugging info */

#define D_VLAN_DEBUG         LOGLEV(7, 74, M_DEBUG)  /* show VLAN tagging/untagging debug info */

#define D_HANDSHAKE_VERBOSE  LOGLEV(8, 70, M_DEBUG)  /* show detailed description of each handshake */
#define D_TLS_DEBUG_MED      LOGLEV(8, 70, M_DEBUG)  /* limited info from tls_session routines */
#define D_INTERVAL           LOGLEV(8, 70, M_DEBUG)  /* show interval.h debugging info */
#define D_SCHEDULER          LOGLEV(8, 70, M_DEBUG)  /* show scheduler debugging info */
#define D_GREMLIN_VERBOSE    LOGLEV(8, 70, M_DEBUG)  /* show verbose info from gremlin module */
#define D_REL_DEBUG          LOGLEV(8, 70, M_DEBUG)  /* show detailed info from reliable routines */
#define D_EVENT_WAIT         LOGLEV(8, 70, M_DEBUG)  /* show detailed info from event waits */
#define D_MULTI_TCP          LOGLEV(8, 70, M_DEBUG)  /* show debug info from mtcp.c */

#define D_TLS_DEBUG          LOGLEV(9, 70, M_DEBUG)  /* show detailed info from TLS routines */
#define D_COMP               LOGLEV(9, 70, M_DEBUG)  /* show compression info */
#define D_READ_WRITE         LOGLEV(9, 70, M_DEBUG)  /* show all tun/tcp/udp reads/writes/opens */
#define D_PACKET_CONTENT     LOGLEV(9, 70, M_DEBUG)  /* show before/after encryption packet content */
#define D_TLS_NO_SEND_KEY    LOGLEV(9, 70, M_DEBUG)  /* show when no data channel send-key exists */
#define D_PID_PERSIST_DEBUG  LOGLEV(9, 70, M_DEBUG)  /* show packet-id persist debugging info */
#define D_LINK_RW_VERBOSE    LOGLEV(9, 70, M_DEBUG)  /* show link reads/writes with greater verbosity */
#define D_STREAM_DEBUG       LOGLEV(9, 70, M_DEBUG)  /* show TCP stream debug info */
#define D_WIN32_IO           LOGLEV(9, 70, M_DEBUG)  /* win32 I/O debugging info */
#define D_PKCS11_DEBUG       LOGLEV(9, 70, M_DEBUG)  /* show PKCS#11 debugging */

#define D_SHAPER_DEBUG       LOGLEV(10, 70, M_DEBUG) /* show traffic shaper info */

#define D_REGISTRY           LOGLEV(11, 70, M_DEBUG) /* win32 registry debugging info */
#define D_OPENSSL_LOCK       LOGLEV(11, 70, M_DEBUG) /* show OpenSSL locks */

  @btx hello, tnx for your reply, I just want to clarify that my issue is on the Omada as an OpenVPN Client and not the OpenVPN Windows Client (I have no issue with the Windows client).I used the OpenVPN Windows Client to demonstrate how the tcpdump shows activity on the OpenVPN server (the terminal window) whenever it connects.

I did try the tcpdump with a -v for more verbose reporting, and it was the same: no sign from the OpenVPN Server that it's receiving anything from the Omada (as an OpenVPN Client). I'll try use a -vv and -vvv when I get the chance.