This does not look like dropped packets to me, here is a dump of a failed login.
I tried again right afterwards and got in both dumps looked the same.
below the dump there is a snip from syslog.log
the version we are running is 5.1.25, is there anuthing more recent than that?
tcpdump: listening on em0, link-type EN10MB
13:55:37.009067 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: S 607750731:607750731(0) win 16384 <mss 1460,nop,nop,sackOK>
13:55:37.009911 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: S 3988621873:3988621873(0) ack 607750732 win 32768 <mss 1460,nop,nop,sackOK> (DF)
13:55:37.010427 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: . ack 1 win 17520
13:55:37.018406 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: P 1:21(20) ack 1 win 32768 (DF)
13:55:37.018796 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 1:43(42) ack 21 win 17500
13:55:37.054758 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: P 21:629(608) ack 43 win 32768 (DF)
13:55:37.210302 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 43:531(488) ack 629 win 16892
13:55:37.286365 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: . ack 531 win 32768 (DF)
13:55:37.286630 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 531:547(16) ack 629 win 16892
13:55:37.328464 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: P 629:909(280) ack 547 win 32768 (DF)
13:55:37.452028 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 547:819(272) ack 909 win 16612
Jun 22 13:55:38 fw0 isakmpd[23967]: transport_send_messages: giving up on message 0x3c069300, exchange carplink
Jun 22 13:55:38 fw0 isakmpd[23967]: transport_send_messages: either this message did not reach the other peer
Jun 22 13:55:38 fw0 isakmpd[23967]: transport_send_messages: or this is an attempted IKE scan
13:55:37.526343 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: . ack 819 win 32768 (DF)
13:55:37.568440 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: P 909:1501(592) ack 819 win 32768 (DF)
13:55:37.712620 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 819:835(16) ack 1501 win 17520
13:55:37.786430 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: . ack 835 win 32768 (DF)
13:55:37.786821 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 835:887(52) ack 1501 win 17520
13:55:37.787930 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: P 1501:1553(52) ack 887 win 32768 (DF)
13:55:38.005936 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: . ack 1553 win 17468
13:56:00.422319 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: P 887:955(68) ack 1553 win 17468
13:56:00.457522 rimer.ccchsd.gov.ssh > 172.16.4.230.64252: P 1553:1637(84) ack 955 win 32768 (DF)
13:56:00.646180 172.16.4.230.64252 > rimer.ccchsd.gov.ssh: . ack 1637 win 17384
Jun 22 13:57:37 rimer sshd[3305]: fatal: Timeout before authentication for 172.16.4.230
Jun 22 13:57:56 rimer sshd[3314]: Accepted keyboard-interactive/pam for cshelby from 172.16.4.230 port 64540 ssh2