I've tried googling for these errors, but I haven't figured out what is causing them yet. When I wasn't using auth, I wasn't having these errors as much, but thought that running TLS might be a good idea. Anyway.
--------------------- sendmail Begin ------------------------
**Unmatched Entries**
Milter: no active filter: 14 Time(s)
AUTH warning: no mechanisms: 14 Time(s)
STARTTLS=server, relay=real-active.com [127.0.0.1], version=TLSv1/SSLv3, verify=NO, cipher=DHE-RSA-AES256-SHA, bits=256/256: 8 Time(s)
STARTTLS=client, relay=[127.0.0.1], version=TLSv1/SSLv3, verify=FAIL, cipher=DHE-RSA-AES256-SHA, bits=256/256: 8 Time(s)
STARTTLS=server, cert-subject=, cert-issuer=: 6 Time(s)
available mech=PLAIN LOGIN, allowed mech=LOGIN PLAIN: 6 Time(s)
done; delay=00:00:00, ntries=1: 4 Time(s)
connect from [218.156.106.179]: 4 Time(s)
connect from real-active.com [127.0.0.1]: 4 Time(s)
SMTP outgoing connect on mx.real-active.com: 4 Time(s)
ruleset=trust_auth, arg1=apache@real-active.com, relay=real-active.com [127.0.0.1], reject=550 5.7.1 <apache@real-active.com>... not authenticated: 3 Time(s)
AUTH=server, relay=c-24-19-46-240.client.comcast.net [24.19.46.240], authid=robcole.realactive, mech=PLAIN, bits=0: 3 Time(s)
STARTTLS=server, relay=c-24-19-46-240.client.comcast.net [24.19.46.240], version=TLSv1/SSLv3, verify=NO, cipher=DHE-RSA-AES256-SHA, bits=256/256: 3 Time(s)
done; delay=00:00:01, ntries=1: 3 Time(s)
connect from c-24-19-46-240.client.comcast.net [24.19.46.240]: 2 Time(s)
STARTTLS=server, relay=[207.44.136.15], version=TLSv1/SSLv3, verify=NO, cipher=DHE-RSA-AES256-SHA, bits=256/256: 2 Time(s)
connect from imo-m27.mx.aol.com [64.12.137.8]: 1 Time(s)
restarting /usr/sbin/sendmail due to signal: 1 Time(s)
alias <root@real-active.com> => robcole@real-active.com: 1 Time(s)
connect from imo-d22.mx.aol.com [205.188.144.208]: 1 Time(s)
connect from [69.111.114.134]: 1 Time(s)
AUTH=client, relay=mx3.hotmail.com., mech=, bits=0: 1 Time(s)
done; delay=00:00:02, ntries=1: 1 Time(s)
STARTTLS=client, relay=mxu7.u.washington.edu., version=TLSv1/SSLv3, verify=FAIL, cipher=EDH-RSA-DES-CBC3-SHA, bits=168/168: 1 Time(s)
ruleset=trust_auth, arg1=root@real-active.com, relay=real-active.com [127.0.0.1], reject=550 5.7.1 <root@real-active.com>... not authenticated: 1 Time(s)
connect from imo-m16.mx.aol.com [64.12.138.206]: 1 Time(s)
done; delay=00:00:10, ntries=1: 1 Time(s)
---------------------- sendmail End -------------------------