PlexConnect not opening port 443 (HTTPS)

So when I am trying to run PlexConnect I am not getting it to open port 443.

Prior to be rebooting after having set up PC and PMS I had connection via HTTPS & Port 443.

Now I no longer have that, nothing else has changed in my setup.

I have recreated the cert files and tried setting PC up in a different folder, still with no success.

 

Info

AppleTV 7.0

Plexconnect 0.4dev

PMS 2.2.7

OpenSSL win64

Python 2.7 (win64)

21:52:13 PILBackgrounds: No PIL/Pillow installation found.
21:52:13 PlexConnect: ***
21:52:13 PlexConnect: PlexConnect
21:52:13 PlexConnect: Press CTRL-C to shut down.
21:52:13 PlexConnect: ***
21:52:13 PlexConnect: started: 21:52:13
21:52:13 PlexConnect: Version: 0.4-dev
21:52:13 PlexConnect: Python: 2.7.8 (default, Jun 30 2014, 16:08:48) [MSC v.1500
 64 bit (AMD64)]
21:52:13 PlexConnect: Host OS: win32
21:52:13 PlexConnect: IP_self: 192.168.1.65
21:52:13 PILBackgrounds: No PIL/Pillow installation found.
21:52:13 PILBackgrounds: No PIL/Pillow installation found.
21:52:13 DNSServer: started: 21:52:13
21:52:13 DNSServer: ***
21:52:13 DNSServer: DNSServer: Serving DNS on 192.168.1.65 port 53.
21:52:13 DNSServer: intercept: ['trailers.apple.com'] => 192.168.1.65
21:52:13 DNSServer: restrain: ['mesu.apple.com', 'appldnld.apple.com', 'appldnld
.apple.com.edgesuite.net'] => 127.0.0.1
21:52:13 DNSServer: forward other to higher level DNS: 8.8.8.8
21:52:13 DNSServer: ***
21:52:14 PILBackgrounds: No PIL/Pillow installation found.
21:52:14 WebServer: started: 21:52:14
21:52:14 WebServer: ***
21:52:14 WebServer: WebServer: Serving HTTP on 192.168.1.65 port 80.
21:52:14 WebServer: ***
21:52:14 PILBackgrounds: No PIL/Pillow installation found.
21:52:14 WebServer: started: 21:52:14
21:52:14 WebServer: ***
21:52:14 WebServer: WebServer: Serving HTTPS on 192.168.1.65 port 443.
21:52:14 WebServer: ***
[PlexConnect]
enable_plexgdm = True
ip_pms = 192.168.1.65
port_pms = 32400
enable_dnsserver = True
port_dnsserver = 53
ip_dnsmaster = 8.8.8.8
prevent_atv_update = True
enable_plexconnect_autodetect = True
ip_plexconnect = 0.0.0.0
hosttointercept = trailers.apple.com
port_webserver = 80
enable_webserver_ssl = True
port_ssl = 443
certfile = D:\PlexConnect-master\assets\certificates	railers.pem
loglevel = Normal
logpath = .

Either something is blocking port 443 for me, what I cannot find.

Or PlexConnect just doesnt' want to open that up for me.

 

 

Edit: Tried Swithcing ports between HTTP & HTTPS, HTTP opens up at port 443, HTTPS doesn't at port 80.

And I just redid the SSL certificate again and now it works.

THO.. not fully, I still get an issue with  "Trailers is unavailable. Try again later." when I am trying to open up certain archives.

Archives?

some TV-Shows, when I try to open them all I get is "Trailers is unavailable. Try again later."

Logs?

Actually this issue seems to reside with Plex Media server as those folders show up empty when browsign through them with the WEB UI.

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