I checked my stunnel.con file and I find I'm not using dns names, only IP addresses. That's probably the reason it works on my side. If you are using dns names, most likely we need to add the dnscache service as a prerequisite.

You may want to open an elevated command prompt and try:

sc config stunnel depend= dnscache

Then reboot to see what happens
From: John Smith <java.dev.mtl@gmail.com>
Date: Mon, 22 Sep 2014 11:40:43 -0400
To: Jose Diaz<josealf@rocketmail.com>
Cc: <stunnel-users@stunnel.org>
Subject: Re: [stunnel-users] Stunnel as windows service doesn't start on restart.

Elasticsearch. But it's stunnel itself that won't start. The stunnel service shows as started, but no logs are produced. Once I stop stunnel service and start it again the logs shows up. Also stunnel with Automatic Delayed start works fine.

On 22 September 2014 11:34, <josealf@rocketmail.com> wrote:
John.

Looks fine to me. Same configuration works in my Windows 7 64 bits. I have no access to Windows Server 2008 R2, but I would expect it to work the same.

What are you securing with stunnel?... Perhaps the service you are securing is starting after stunnel?


From: John Smith <java.dev.mtl@gmail.com>
Date: Mon, 22 Sep 2014 11:09:21 -0400
To: Jose Diaz<josealf@rocketmail.com>
Subject: Re: [stunnel-users] Stunnel as windows service doesn't start on restart.

SERVICE_NAME: stunnel
        TYPE               : 110  WIN32_OWN_PROCESS (interactive)
        START_TYPE         : 2   AUTO_START
        ERROR_CONTROL      : 1   NORMAL
        BINARY_PATH_NAME   : "C:\Program Files (x86)\stunnel\stunnel.exe" -service -install
        LOAD_ORDER_GROUP   :
        TAG                : 0
        DISPLAY_NAME       : Stunnel SSL wrapper
        DEPENDENCIES       : TCPIP
        SERVICE_START_NAME : LocalSystem

On 22 September 2014 11:02, John Smith <java.dev.mtl@gmail.com> wrote:
After reboot?

On 22 September 2014 10:11, <josealf@rocketmail.com> wrote:

Interesting. Please execute

sc qc stunnel

And post the output.



-----Original Message-----
From: John Smith <java.dev.mtl@gmail.com>
Sender: "stunnel-users" <stunnel-users-bounces@stunnel.org>
Date: Mon, 22 Sep 2014 09:54:10
To: Michal Trojnara<Michal.Trojnara@mirt.net>
Cc: <stunnel-users@stunnel.org>
Subject: Re: [stunnel-users] Stunnel as windows service doesn't start on
        restart.

_______________________________________________
stunnel-users mailing list
stunnel-users@stunnel.org
https://www.stunnel.org/cgi-bin/mailman/listinfo/stunnel-users