I'm using windows 7 64bit, Plex Media Server 0.9.8.4.125-ffe2a5d, Python version 2.7.5 and PlexConnect (latest version 3 hours old right now)
all the information I'm using was taken from here: http://langui.sh/2013/08/27/appletv-ssl-plexconnect/
you will need
1) Win32 OpenSSL from here: http://slproweb.com/products/Win32OpenSSL.html
..I used the Win32 OpenSSL v1.0.1e (The light version does work, although not verified by me)
2) iPhone Configuration Utility from here: http://support.apple.com/kb/DL1466
3) get the attached cert.create.txt file attached to this post and rename to cert.create.bat because i can't upload a .bat file it's a .txt file
let's get started
install programs listed in 1 and 2!
create a directory, I called mine "Cert"
copy the cert.create.txt to that directory and rename it to cert.create.bat
in windows explorer navigate to the directory and LEFT click on the screen below the name of the file you renamed so that no files are highlighted
press the shift key and RIGHT click on the screen you should see
click on Open command window here
this will open a command prompt and start you in this particular directory
open up a cmd prompt
naviate to where you placed the cert.create.bat file
I don't use above Window 7 so your kind of on your own there...sorry
run the cert.create.bat (alternate retype all the commands in the cert.create.txt file)
cert.create.txt (364 Bytes)
before the batch file finished it will run the trailers.der one of the 3 files that was just created
click on the Install Certificate . . . button (required for the next part to work correctly) go with the defaults for installation on this.
you can close the command prompt window now!
Your Cert directory should have 5-6 files now
select and copy the trailers.pem file
navigate to where you have PlexConnect installed on your machine
go to the assets directory and then go to the certificates directory and paste the copy of the trailers.pem file there
Start the iPhone Configuration Utility
and click on Configuration Profiles
the click on New+
Give it a Name and Identifier
scroll down and click on Credentials
click on Configure
scroll down to find the certificate you just created and installed
look for trailers.apple.com
click on it, then click OK
Now plug in your aTV to a power source and to the computer
Click on your device and then the Configuration Profiles tab
click the install button
this button will change to Remove if everything worked!
close the iPhone Configuration Utility
disconnect the aTV from the computer and connect it to your TV
and try the Trailers it should be working now ...maybe.....Hopefully!!