Random users getting "no connection" with shared calendars

We recently made changes to autodiscover and a new SSL cert. Although this issue has been happening before hand. It seems to be random users. Outlook 2013 and 2010. OWA works great

The olkdisc.log from an affected user shows errors:

46920xDDECFB5C05/01/14 10:46:10AUTODISCOVER GET SETTINGS END
46920xDDECFB5C05/01/14 10:46:10-----------------------------
9640xDDECFB6C05/01/14 10:46:10+++++++++++++++++++++++++++++++
9640xDDECFB6C05/01/14 10:46:10AUTODISCOVER GET SETTINGS BEGIN
9640xDDECFB6C05/01/14 10:46:10 SMTP=john@domain.com
9640xDDECFB7C05/01/14 10:46:10Attempting URL https://mail.domain.com/autodiscover/autodiscover.xml found through SCP
9640xDDECFB7C05/01/14 10:46:10Autodiscover to https://mail.domain.com/autodiscover/autodiscover.xml starting
9640xDDECFB7C05/01/14 10:46:10AutoDiscover doing Pre-Auth with saved data.
9640xDDECFB7C05/01/14 10:46:10AutoDiscover PRE-AUTH pcreds->dwAuthScheme:
9640xDDECFB7C05/01/14 10:46:10 <NONE>
9640xDDECFB7C05/01/14 10:46:10GetLastError=12007; httpStatus=0.
9640xDDECFB7C05/01/14 10:46:10Autodiscover to https://mail.domain.com/autodiscover/autodiscover.xml Failed (0x800C8203)
9640xDDECFB7C05/01/14 10:46:10Autodiscover to https://domain.com/autodiscover/autodiscover.xml starting
9640xDDECFB7C05/01/14 10:46:10AutoDiscover doing Pre-Auth with saved data.
9640xDDECFB7C05/01/14 10:46:10AutoDiscover PRE-AUTH pcreds->dwAuthScheme:
9640xDDECFB7C05/01/14 10:46:10 <NONE>
9640xDDECFF5205/01/14 10:46:11Autodiscover to https://domain.com/autodiscover/autodiscover.xml Failed (0x80070006)
9640xDDECFF5205/01/14 10:46:11Autodiscover to https://autodiscover.domain.com/autodiscover/autodiscover.xml starting
9640xDDECFF5205/01/14 10:46:11Autodiscover to https://autodiscover.domain.com/autodiscover/autodiscover.xml Failed (0x80040113)
9640xDDECFF5205/01/14 10:46:11Local autodiscover for domain.com starting
9640xDDECFF5205/01/14 10:46:11Local autodiscover for domain.com Failed (0x8004010F)