No. That won't work. Most likely your stunnel 5.x will segfault. Even if it 
finds the OpenSSL 0.9.8 so library, it won't find required symbols there. 

Saludos
Jose Alfredo Diaz



> On Apr 19, 2017, at 10:20 AM, Kenway Ng <[email protected]> wrote:
> 
> So lets say I was able to compile stunnel 5.x with openssl 1.02 on a brand 
> new box RH6.  Could I take the newly compiled version of stunnel 5.x and use 
> it on my RH5 box that currently running 0.98 openssl ?  Will that work ?
> 
>> On Fri, Apr 14, 2017 at 9:56 AM, Josealf.rm <[email protected]> wrote:
>> I backported the redhat/centos 6.x OpenSSL rpm package to 5.x. It is running 
>> fine on centos 5 32bits. I can provide you the source rpm and you can 
>> recompile on your 64bit Os.
>> 
>> Saludos
>> Jose Alfredo Diaz
>> Cerrejón
>> 
>> 
>>> On Apr 13, 2017, at 5:08 PM, Rob Lockhart <[email protected]> wrote:
>>> 
>>> One more good link:
>>> https://wiki.openssl.org/index.php/Compilation_and_Installation
>>> Be sure to read the parts about the --prefix and --openssldir compiler 
>>> directives. The FIPS mode puts restrictions on some keys (prohibiting weak 
>>> ones), but IIRC you can do the same with proper config files too.
>>> 
>>> Good luck!
>>> 
>>>> On Thu, Apr 13, 2017 at 5:32 PM, Kenway Ng <[email protected]> wrote:
>>>> Thanks Rob.  Appreciate the information.
>>>> 
>>>>> On Thu, Apr 13, 2017, 4:28 PM Rob Lockhart <[email protected]> wrote:
>>>>> According to this:
>>>>> https://access.redhat.com/support/policy/updates/errata
>>>>> 
>>>>> RHEL5 is out of support as of 3/31/2017 for patches, except for security 
>>>>> patching. No new features will be added to RHEL5, to include TLS v1.1 
>>>>> support (requires OpenSSL 1.0.x).
>>>>> 
>>>>> First compile OpenSSL 1.0.2 (in a different path), then compile Stunnel 
>>>>> (5.41) using the /usr/local for the prefix (per previous links), and 
>>>>> perhaps some other switches too (based on info from those URLs).
>>>>> 
>>>>> From the links I found, you can have multiple versions of OpenSSL, but 
>>>>> you have to link to one when compiling Stunnel. The one you choose when 
>>>>> compiling Stunnel will want to be the newer one you compiled. IMHO, I 
>>>>> would migrate your RHEL5 to RHEL6 or RHEL7, but that may be considerably 
>>>>> more difficult than just compiling OpenSSL and Stunnel.
>>>>> 
>>>>> ​ -Rob​
>>>>> 
>>>>>> On Thu, Apr 13, 2017 at 4:15 PM, Kenway Ng <[email protected]> wrote:
>>>>>> Please let me know if I am completely off.  The version of openssl we 
>>>>>> are running is 0.9.8e-fips-rhel5 01 Jul 2008.   So if we want version  
>>>>>> TLS1.1+ then we need to recompile the STUNNEL src with an updated 
>>>>>> version of openssl we are running on our server.  Something higher than 
>>>>>> 0.9.8.   Is that right ?  Is it possible to find a version that was 
>>>>>> already compiled with a higher version of openssl ?  
>>>>>> 
>>>>>>> On Wed, Apr 12, 2017 at 5:49 PM, Rob Lockhart <[email protected]> 
>>>>>>> wrote:
>>>>>>> 
>>>>>>> 
>>>>>>>> On Wed, Apr 12, 2017 at 5:22 PM, Kenway Ng <[email protected]> wrote:
>>>>>>>> 
>>>>>>>> I am trying to upgrade our version of stunnel.  Our SME left and now I 
>>>>>>>> am trying to upgrade stunnel to fix a vulnerability .  I am being told 
>>>>>>>> to use TLS1.1 or higher
>>>>>>>> 
>>>>>>>> $ ./stunnel -version
>>>>>>>> 
>>>>>>>> stunnel 4.15 on x86_64-redhat-linux-gnu with OpenSSL 0.9.8e-fips-rhel5 
>>>>>>>> 01 Jul 2008
>>>>>>>> 
>>>>>>>> Threading:PTHREAD SSL:ENGINE Sockets:POLL,IPv6 Auth:LIBWRAP
>>>>>>>> 
>>>>>>>>  
>>>>>>>> 
>>>>>>> 
>>>>>>> ​I don't have RHEL5 64-bit but these links may help:
>>>>>>> 
>>>>>>> https://miteshshah.github.io/linux/centos/how-to-enable-openssl-1-0-2-a-tlsv1-1-and-tlsv1-2-on-centos-5-and-rhel5/
>>>>>>> 
>>>>>>> http://serverfault.com/questions/296765/cannot-find-ssl-libraries-when-configuring-stunnel​
>>>>>>> 
>>>>>>> ​These links involve re-compiling OpenSSL and Stunnel, in that order. I 
>>>>>>> would opt for OpenSSL 1.0.2k (latest as of 20170412) since 1.0.1 and 
>>>>>>> below are all EOL as of 12/31/2016. OpenSSL 0.9.8 supports only TLS 
>>>>>>> v1.0​, whereas OpenSSL 1.0.1 supports TLS v1.0, v1.1 and v1.2. 
>>>>>>> 
>>>>>>>  -Rob
>>>>>> 
>>>>> 
>>>>> _______________________________________________
>>>>> stunnel-users mailing list
>>>>> [email protected]
>>>>> https://www.stunnel.org/cgi-bin/mailman/listinfo/stunnel-users
>>> 
>>> _______________________________________________
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> 
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