Joshua,
Sorry it's taken so long for me to reply, here are the outputs you requested;
> options(rsconnect.http.trace = TRUE)
> options(rsconnect.http.verbose = TRUE)
> options(rsconnect.http.trace.json = TRUE)
> rsconnect::deployApp()
* Trying 10.85.4.54...
* Connected to 10.85.4.54 (10.85.4.54) port 8080 (#0)
* Establish HTTP proxy tunnel to api.shinyapps.io:443
> CONNECT api.shinyapps.io:443 HTTP/1.1
Host: api.shinyapps.io:443
User-Agent: rsconnect/0.8.5
Proxy-Connection: Keep-Alive
Date: Tue, 10 Oct 2017 13:30:54 GMT
X-Auth-Token: C2FF02FD5959A1043740253C721A5D55
X-Auth-Signature: MjYzMDY2MzBlZjA0ZDcxNjczZmQzYjIzMTEyYzUzNmUxNzVjNzA2Mjc3ZDdjMTI5MDAzYTM4MzM4NjcxZTQxNQ==; version=1
X-Content-Checksum: d41d8cd98f00b204e9800998ecf8427e
< HTTP/1.1 200 Connection established
<
* Proxy replied OK to CONNECT request
* successfully set certificate verify locations:
* CAfile: C:/Users/SIS/Documents/R/win-library/3.4/rsconnect/cert/cacert.pem
CApath: none
* SSL connection using TLSv1.0 / ECDHE-RSA-AES128-SHA
* Server certificate:
* subject: CN=api.rstudio.cloud
* start date: 2017-03-16 00:00:00 GMT
* expire date: 2018-04-16 12:00:00 GMT
* subjectAltName: api.shinyapps.io matched
* issuer: C=US; O=Amazon; OU=Server CA 1B; CN=Amazon
* SSL certificate verify ok.
> GET /v1/applications/?filter=account_id:98018&filter=name:diamond2&count=100&offset=0 HTTP/1.1
User-Agent: rsconnect/0.8.5
Host: api.shinyapps.io
Accept: */*
Date: Tue, 10 Oct 2017 13:30:54 GMT
X-Auth-Token: C2FF02FD5959A1043740253C721A5D55
X-Auth-Signature: MjYzMDY2MzBlZjA0ZDcxNjczZmQzYjIzMTEyYzUzNmUxNzVjNzA2Mjc3ZDdjMTI5MDAzYTM4MzM4NjcxZTQxNQ==; version=1
X-Content-Checksum: d41d8cd98f00b204e9800998ecf8427e
< HTTP/1.1 200 OK
< Date: Tue, 10 Oct 2017 13:30:52 GMT
< Content-Type: application/json; charset=UTF-8
< Content-Length: 531
< Connection: keep-alive
< Server: nginx/1.4.6 (Ubuntu)
< Etag: "a08d964e87969d27de05d04e8ab5e160a47ff81d"
< Access-Control-Allow-Origin: https://rstudio.cloud
<
* Connection #0 to host 10.85.4.54 left intact
GET /v1/applications/?filter=account_id:98018&filter=name:diamond2&count=100&offset=0 529ms
* Trying 10.85.4.54...
* Connected to 10.85.4.54 (10.85.4.54) port 8080 (#0)
* Establish HTTP proxy tunnel to api.shinyapps.io:443
> CONNECT api.shinyapps.io:443 HTTP/1.1
Host: api.shinyapps.io:443
User-Agent: rsconnect/0.8.5
Proxy-Connection: Keep-Alive
Date: Tue, 10 Oct 2017 13:30:59 GMT
X-Auth-Token: C2FF02FD5959A1043740253C721A5D55
X-Auth-Signature: ODk4MDQ0MDhiNzViMWFjOGNjM2MxOTQ0N2RlOGMzNGZiYmU1ZDFiMzIzY2FiZTU1NzRlOWY4YTMxODg0NGNiNw==; version=1
X-Content-Checksum: 7dacce3ccbf0616571f0cf22e83e32d5
Content-Type: application/json
< HTTP/1.1 200 Connection established
<
* Proxy replied OK to CONNECT request
* successfully set certificate verify locations:
* CAfile: C:/Users/SIS/Documents/R/win-library/3.4/rsconnect/cert/cacert.pem
CApath: none
* SSL connection using TLSv1.0 / ECDHE-RSA-AES128-SHA
* Server certificate:
* subject: CN=api.rstudio.cloud
* start date: 2017-03-16 00:00:00 GMT
* expire date: 2018-04-16 12:00:00 GMT
* subjectAltName: api.shinyapps.io matched
* issuer: C=US; O=Amazon; OU=Server CA 1B; CN=Amazon
* SSL certificate verify ok.
> POST /v1/bundles HTTP/1.1
User-Agent: rsconnect/0.8.5
Host: api.shinyapps.io
Accept: */*
Date: Tue, 10 Oct 2017 13:30:59 GMT
X-Auth-Token: C2FF02FD5959A1043740253C721A5D55
X-Auth-Signature: ODk4MDQ0MDhiNzViMWFjOGNjM2MxOTQ0N2RlOGMzNGZiYmU1ZDFiMzIzY2FiZTU1NzRlOWY4YTMxODg0NGNiNw==; version=1
X-Content-Checksum: 7dacce3ccbf0616571f0cf22e83e32d5
Content-Type: application/json
Content-Length: 143
Expect: 100-continue
< HTTP/1.1 100 Continue
* We are completely uploaded and fine
< HTTP/1.1 201 Created
< Date: Tue, 10 Oct 2017 13:30:57 GMT
< Content-Type: application/json; charset=UTF-8
< Content-Length: 1446
< Connection: keep-alive
< Server: nginx/1.4.6 (Ubuntu)
< Access-Control-Allow-Origin: https://rstudio.cloud
<
* Connection #0 to host 10.85.4.54 left intact
POST /v1/bundles 539ms
<< {
"application" : 223579,
"content_type" : "application/x-tar",
"content_length" : 28690,
"checksum" : "9c77afb9d2d296fc081a6c39ffefd176"
}
* Trying 10.85.4.54...
* Connected to 10.85.4.54 (10.85.4.54) port 8080 (#0)
* Establish HTTP proxy tunnel to shinyapps-upload.s3.amazonaws.com:443
> CONNECT shinyapps-upload.s3.amazonaws.com:443 HTTP/1.1
Host: shinyapps-upload.s3.amazonaws.com:443
User-Agent: rsconnect/0.8.5
Proxy-Connection: Keep-Alive
Content-Type: application/x-tar
Content-Length: 28690
Content-MD5: nHevudLSlvwIGmw5/+/Rdg==
< HTTP/1.1 500 Internal Server Error
< Server: squid
< Mime-Version: 1.0
< Date: Tue, 10 Oct 2017 13:30:57 GMT
< Content-Type: text/html;charset=utf-8
< Content-Length: 3098
< X-Squid-Error: ERR_ICAP_FAILURE 0
< Vary: Accept-Language
< Content-Language: en
< X-Cache: MISS from SRV-32
< X-Cache-Lookup: NONE from SRV-32:8080
< Via: 1.1 SRV-32 (squid)
< Connection: keep-alive
<
* Received HTTP code 500 from proxy after CONNECT
* Closing connection 0
Error in function (type, msg, asError = TRUE) :
Received HTTP code 500 from proxy after CONNECT
Timing stopped at: 0.02 0 0.02