Can't make outgoing call with Skype Connect

I have my Asterisk PBX configured with Skype Connect using SIP with TLS and SRTP. Most of my outgoing calls go through, but sometimes I can't get call out. I was able to leave asterisk console up and collect verbose and sip debug data. Can somebody help me diagnose why my calls aren't going through?
I've changed my external IP (I'm behind a NAT'd firewall) to 1.2.3.4 and my SIP profile's user ID to 11111111111111. and my domain name to test.com. If someone working for Skype needs that information they can email me and I'll send it privately.
My config:
[general]
context=default_context
allowguest=no
alwaysauthreject=yes
allowoverlap=no
udpbindaddr=0.0.0.0
tlsenable=yes
tlsbinddir=0.0.0.0
tlscertfile=/usr/local/asterisk/etc/asterisk/keys/asterisk.pem
tlscafile=/usr/local/asterisk/etc/asterisk/keys/ca.crt
tlscipher=ALL
tlsclientmethod=tlsv1
tcpenable=yes
tcpbindaddr=0.0.0.0
transport=udp,tcp,tls
srvlookup=yes
dynamic_exclude_static = yes
buggymwi=yes
contactpermit=192.168.1.0/24
register => tls://111111111111111:[email protected]
[skype]
type=friend
context=from-skype
dtmfmode=rfc2833
host=sip.skype.com
username=11111111111111
fromuser=11111111111111
secret=abcd12345
disallow=all
allow=ulaw
allow=alaw
nat=yes
fromdomain=sip.skype.com
insecure=port,invite
transport=tls
srtpcapable=yes
encryption=yes
SIP Debugging enabled
[2012-08-23 19:22:33] NOTICE[16552]: chan_sip.c:13465 sip_reregister: -- Re-registration for [email protected]
> doing dnsmgr_lookup for 'sip.skype.com'
> ast_get_srv: SRV lookup for '_sips._tcp.sip.skype.com' mapped to host 1.sip.skype.com, port 5061
REGISTER 11 headers, 0 lines
Reliably Transmitting (NAT) to 63.209.144.201:5061:
REGISTER sip:sip.skype.com:5061 SIP/2.0
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK2726fcb8;rport
Max-Forwards: 70
From: <sip:[email protected]>;tag=as6edf93cf
To: <sip:[email protected]>
Call-ID: [email protected]
CSeq: 32495 REGISTER
User-Agent: Asterisk PBX 10.5.2
Authorization: Digest username="11111111111111", realm="sip.skype.com", algorithm=MD5, uri="sip:sip.skype.com:5061", nonce="5036b5770000182c78c1d1909cfd5c74e33f033c952d240d", response="81001ceacd91b16ebb956d3c55991471"
Expires: 120
Contact: <sip:[email protected]:5061;transport=TLS>
Content-Length: 0
<--- SIP read from TLS:63.209.144.201:5061 --->
SIP/2.0 200 OK
From: <sip:[email protected]>;tag=as6edf93cf
To: <sip:[email protected]>;tag=c990d13f-90f7a10d-0-55cb59a8-0
Call-ID: [email protected]
CSeq: 32495 REGISTER
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK2726fcb8;rport=50541;received=1.2.3.4
Expires: 45
Contact: <sip:[email protected]:5061;transport=tls>;expires=45
Content-Length: 0
<------------->
--- (9 headers 0 lines) ---
Scheduling destruction of SIP dialog '[email protected]' in 32000 ms (Method: REGISTER)
[2012-08-23 19:22:33] NOTICE[17932]: chan_sip.c:21399 handle_response_register: Outbound Registration: Expiry for sip.skype.com is 45 sec (Scheduling reregistration in 30 s)
<--- SIP read from UDP:192.168.1.16:5060 --->
INVITE sip:[email protected] SIP/2.0
Via: SIP/2.0/UDP 192.168.1.16:5060;branch=z9hG4bK-819ce62
From: "Scott's Office" <sip:[email protected]>;tag=9961686dacab532ao0
To: <sip:[email protected]>
Call-ID: [email protected]
CSeq: 101 INVITE
Max-Forwards: 70
Contact: "Scott's Office" <sip:[email protected]:5060>
Expires: 240
User-Agent: Cisco/SPA504G-7.5.2b
Content-Length: 234
Allow: ACK, BYE, CANCEL, INFO, INVITE, NOTIFY, OPTIONS, REFER, UPDATE
Supported: replaces
Content-Type: application/sdp
v=0
o=- 88651316 88651316 IN IP4 192.168.1.16
s=-
c=IN IP4 192.168.1.16
t=0 0
m=audio 16484 RTP/AVP 0 8 101
a=rtpmap:0 PCMU/8000
a=rtpmap:8 PCMA/8000
a=rtpmap:101 telephone-event/8000
a=fmtp:101 0-15
a=ptime:30
a=sendrecv
<------------->
--- (14 headers 12 lines) ---
Sending to 192.168.1.16:5060 (NAT)
Using INVITE request as basis request - [email protected]
Found peer 'scott_office' for 'scott_office' from 192.168.1.16:5060
== Using SIP RTP CoS mark 5
Found RTP audio format 0
Found RTP audio format 8
Found RTP audio format 101
Found audio description format PCMU for ID 0
Found audio description format PCMA for ID 8
Found audio description format telephone-event for ID 101
Capabilities: us - (ulaw), peer - audio=(ulaw|alaw)/video=(nothing)/text=(nothing), combined - (ulaw)
Non-codec capabilities (dtmf): us - 0x1 (telephone-event|), peer - 0x1 (telephone-event|), combined - 0x1 (telephone-event|)
Peer audio RTP is at port 192.168.1.16:16484
Looking for 19739928881 in home (domain asterisk.test.com)
list_route: hop: <sip:[email protected]:5060>
<--- Transmitting (NAT) to 192.168.1.16:5060 --->
SIP/2.0 100 Trying
Via: SIP/2.0/UDP 192.168.1.16:5060;branch=z9hG4bK-819ce62;received=192.168.1.16;rport=5060
From: "Scott's Office" <sip:[email protected]>;tag=9961686dacab532ao0
To: <sip:[email protected]>
Call-ID: [email protected]
CSeq: 101 INVITE
Server: Asterisk PBX 10.5.2
Allow: INVITE, ACK, CANCEL, OPTIONS, BYE, REFER, SUBSCRIBE, NOTIFY, INFO, PUBLISH
Supported: replaces, timer
Contact: <sip:[email protected]:5060>
Content-Length: 0
<------------>
-- Executing [19739928881@home:1] Dial("SIP/scott_office-000000b0", "SIP/skype/+19739928881") in new stack
== Using SIP RTP CoS mark 5
Audio is at 9302
Adding codec 100003 (ulaw) to SDP
Adding codec 100004 (alaw) to SDP
Adding non-codec 0x1 (telephone-event) to SDP
Reliably Transmitting (NAT) to 63.209.144.201:5061:
INVITE sip:[email protected] SIP/2.0
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1c3f16ee;rport
Max-Forwards: 70
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>
Contact: <sip:[email protected]:5061;transport=TLS>
Call-ID: [email protected]
CSeq: 102 INVITE
User-Agent: Asterisk PBX 10.5.2
Date: Thu, 23 Aug 2012 23:22:34 GMT
Allow: INVITE, ACK, CANCEL, OPTIONS, BYE, REFER, SUBSCRIBE, NOTIFY, INFO, PUBLISH
Supported: replaces, timer
Content-Type: application/sdp
Content-Length: 370
v=0
o=root 1671301052 1671301052 IN IP4 192.168.1.15
s=Asterisk PBX 10.5.2
c=IN IP4 192.168.1.15
t=0 0
m=audio 9302 RTP/SAVP 0 8 101
a=rtpmap:0 PCMU/8000
a=rtpmap:8 PCMA/8000
a=rtpmap:101 telephone-event/8000
a=fmtp:101 0-16
a=silenceSupp:off - - - -
a=ptime:20
a=sendrecv
a=crypto:1 AES_CM_128_HMAC_SHA1_80 inline:TRh/HeKozlBO/mmYHNTiS5KMnefVI0aRicLoDNjb
-- Called SIP/skype/+19739928881
<--- SIP read from TLS:63.209.144.201:5061 --->
SIP/2.0 100 Trying
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>
Call-ID: [email protected]
CSeq: 102 INVITE
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1c3f16ee;rport=50541;received=1.2.3.4
Contact: <sip:[email protected]:5061;maddr=63.209.144.201;transport=tls>
Content-Length: 0
<------------->
--- (8 headers 0 lines) ---
<--- SIP read from TLS:63.209.144.201:5061 --->
SIP/2.0 407 Proxy Authentication Required
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>;tag=c990d13f-13c4-5036bb3b-714198b9-32d150b4
Call-ID: [email protected]
CSeq: 102 INVITE
Proxy-Authenticate: Digest realm="sip.skype.com", nonce="5036bb5800012cdd3d20e5090cc200805f7d0bbd58318e9e", algorithm=MD5
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1c3f16ee;rport=50541;received=1.2.3.4
Content-Length: 0
<------------->
--- (8 headers 0 lines) ---
set_destination: Parsing <sip:[email protected]> for address/port to send to
set_destination: set destination to 63.209.144.201:5060
Transmitting (NAT) to 63.209.144.201:5061:
ACK sip:[email protected] SIP/2.0
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1c3f16ee;rport
Max-Forwards: 70
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>;tag=c990d13f-13c4-5036bb3b-714198b9-32d150b4
Contact: <sip:[email protected]:5061;transport=TLS>
Call-ID: [email protected]
CSeq: 102 ACK
User-Agent: Asterisk PBX 10.5.2
Content-Length: 0
Audio is at 9302
Adding codec 100003 (ulaw) to SDP
Adding codec 100004 (alaw) to SDP
Adding non-codec 0x1 (telephone-event) to SDP
Reliably Transmitting (NAT) to 63.209.144.201:5061:
INVITE sip:[email protected] SIP/2.0
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1b988ba5;rport
Max-Forwards: 70
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>
Contact: <sip:[email protected]:5061;transport=TLS>
Call-ID: [email protected]
CSeq: 103 INVITE
User-Agent: Asterisk PBX 10.5.2
Proxy-Authorization: Digest username="11111111111111", realm="sip.skype.com", algorithm=MD5, uri="sip:[email protected]", nonce="5036bb5800012cdd3d20e5090cc200805f7d0bbd58318e9e", response="6efb0e37178bae868f0a1e0ddf110e3c"
Date: Thu, 23 Aug 2012 23:22:34 GMT
Allow: INVITE, ACK, CANCEL, OPTIONS, BYE, REFER, SUBSCRIBE, NOTIFY, INFO, PUBLISH
Supported: replaces, timer
Content-Type: application/sdp
Content-Length: 370
v=0
o=root 1671301052 1671301053 IN IP4 192.168.1.15
s=Asterisk PBX 10.5.2
c=IN IP4 192.168.1.15
t=0 0
m=audio 9302 RTP/SAVP 0 8 101
a=rtpmap:0 PCMU/8000
a=rtpmap:8 PCMA/8000
a=rtpmap:101 telephone-event/8000
a=fmtp:101 0-16
a=silenceSupp:off - - - -
a=ptime:20
a=sendrecv
a=crypto:1 AES_CM_128_HMAC_SHA1_80 inline:TRh/HeKozlBO/mmYHNTiS5KMnefVI0aRicLoDNjb
<--- SIP read from TLS:63.209.144.201:5061 --->
SIP/2.0 100 Trying
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>;tag=c990d13f-13c4-5036bb3b-714198b9-32d150b4
Call-ID: [email protected]
CSeq: 103 INVITE
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1b988ba5;rport=50541;received=1.2.3.4
Contact: <sip:[email protected]:5061;maddr=63.209.144.201;transport=tls>
Content-Length: 0
<------------->
--- (8 headers 0 lines) ---
Really destroying SIP dialog '[email protected]' Method: REGISTER
<--- SIP read from TLS:63.209.144.201:5061 --->
SIP/2.0 180 Ringing
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>;tag=c990d13f-13c4-5036bb3b-714198b9-32d150b4
Call-ID: [email protected]
CSeq: 103 INVITE
User-Agent: SipGW 8
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1b988ba5;rport=50541;received=1.2.3.4
Contact: <sip:[email protected]:5061;maddr=63.209.144.201;transport=tls>
Content-Length: 0
<------------->
--- (9 headers 0 lines) ---
list_route: hop: <sip:[email protected]:5061;maddr=63.209.144.201;transport=tls>
-- SIP/skype-000000b1 is ringing
<--- Transmitting (NAT) to 192.168.1.16:5060 --->
SIP/2.0 180 Ringing
Via: SIP/2.0/UDP 192.168.1.16:5060;branch=z9hG4bK-819ce62;received=192.168.1.16;rport=5060
From: "Scott's Office" <sip:[email protected]>;tag=9961686dacab532ao0
To: <sip:[email protected]>;tag=as3f27fa61
Call-ID: [email protected]
CSeq: 101 INVITE
Server: Asterisk PBX 10.5.2
Allow: INVITE, ACK, CANCEL, OPTIONS, BYE, REFER, SUBSCRIBE, NOTIFY, INFO, PUBLISH
Supported: replaces, timer
Contact: <sip:[email protected]:5060>
Content-Length: 0
<------------>
<--- SIP read from TLS:63.209.144.201:5061 --->
SIP/2.0 408 Request Timeout
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>;tag=c990d13f-13c4-5036bb3b-714198b9-32d150b4
Call-ID: [email protected]
CSeq: 103 INVITE
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1b988ba5;rport=50541;received=1.2.3.4
Content-Length: 0
<------------->
--- (7 headers 0 lines) ---
[2012-08-23 19:22:45] WARNING[17932]: chan_sip.c:20947 handle_response_invite: Re-invite to non-existing call leg on other UA. SIP dialog '[email protected]'. Giving up.
set_destination: Parsing <sip:[email protected]> for address/port to send to
set_destination: set destination to 63.209.144.201:5060
Transmitting (NAT) to 63.209.144.201:5061:
ACK sip:[email protected]:5061;maddr=63.209.144.201;transport=tls SIP/2.0
Via: SIP/2.0/TLS 192.168.1.15:5061;branch=z9hG4bK1b988ba5;rport
Max-Forwards: 70
From: "Scott's Office" <sip:[email protected]:5060>;tag=as049830bd
To: <sip:[email protected]>;tag=c990d13f-13c4-5036bb3b-714198b9-32d150b4
Contact: <sip:[email protected]:5061;transport=TLS>
Call-ID: [email protected]
CSeq: 103 ACK
User-Agent: Asterisk PBX 10.5.2
Content-Length: 0
Scheduling destruction of SIP dialog '[email protected]' in 32000 ms (Method: INVITE)
== Everyone is busy/congested at this time (1:0/1/0)
-- Executing [19739928881@home:2] Hangup("SIP/scott_office-000000b0", "") in new stack
== Spawn extension (home, 19739928881, 2) exited non-zero on 'SIP/scott_office-000000b0'
Scheduling destruction of SIP dialog '[email protected]' in 32000 ms (Method: INVITE)
<--- Reliably Transmitting (NAT) to 192.168.1.16:5060 --->
SIP/2.0 503 Service Unavailable
Via: SIP/2.0/UDP 192.168.1.16:5060;branch=z9hG4bK-819ce62;received=192.168.1.16;rport=5060
From: "Scott's Office" <sip:[email protected]>;tag=9961686dacab532ao0
To: <sip:[email protected]>;tag=as3f27fa61
Call-ID: [email protected]
CSeq: 101 INVITE
Server: Asterisk PBX 10.5.2
Allow: INVITE, ACK, CANCEL, OPTIONS, BYE, REFER, SUBSCRIBE, NOTIFY, INFO, PUBLISH
Supported: replaces, timer
Content-Length: 0
<------------>
<--- SIP read from UDP:192.168.1.16:5060 --->
ACK sip:[email protected] SIP/2.0
Via: SIP/2.0/UDP 192.168.1.16:5060;branch=z9hG4bK-819ce62
From: "Scott's Office" <sip:[email protected]>;tag=9961686dacab532ao0
To: <sip:[email protected]>;tag=as3f27fa61
Call-ID: [email protected]
CSeq: 101 ACK
Max-Forwards: 70
Contact: "Scott's Office" <sip:[email protected]:5060>
User-Agent: Cisco/SPA504G-7.5.2b
Content-Length: 0
<------------->
--- (10 headers 0 lines) ---
Really destroying SIP dialog '[email protected]' Method: INVITE
Really destroying SIP dialog '[email protected]' Method: ACK

I wound up calling skype support. This is the final sip.conf looks like. Hope it helps. Good luck.
Scott
[general]
context=default_context
allowguest=no
alwaysauthreject=yes
allowoverlap=no
udpbindaddr=0.0.0.0
tlsenable=yes
tlsbinddir=0.0.0.0
tlscertfile=/usr/local/asterisk/etc/asterisk/keys/asterisk.pem
tlscafile=/usr/local/asterisk/etc/asterisk/keys/ca.crt
tlscipher=ALL
tlsclientmethod=tlsv1
tcpenable=yes
tcpbindaddr=0.0.0.0
transport=udp,tcp,tls
srvlookup=yes
dynamic_exclude_static = yes
buggymwi=yes
contactpermit=192.168.1.0/24
register => tls://[email protected]
[skype]
type=friend
context=from-skype
dtmfmode=rfc2833
host=sip.skype.com
username=user
fromuser=user
secret=pass
disallow=all
allow=ulaw
allow=alaw
nat=yes
fromdomain=sip.skype.com
insecure=port,invite
transport=tls
srtpcapable=yes
encryption=yes

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