It will fail, yes. 

FIPS enabled means that everything has to use ONLY fully qualified FIPS 
certified encryption.

Make sure your SSL is also FIPS encryption 
compliant: 
https://techcommunity.microsoft.com/t5/microsoft-security-baselines/why-we-8217-re-not-recommending-8220-fips-mode-8221-anymore/ba-p/701037

On Tuesday, August 31, 2021 at 8:02:56 AM UTC-7 [email protected] wrote:

> Hi there,
> I have been  using pyinstaller with python 3.5.2 to create my executable. 
> Recently the target where I run the executable has been changed with fips 
> mode enabled and seeing the failure 
> fips.c(139): OpenSSL internal error, assertion failed: FATAL FIPS SELFTEST 
> FAILURE
> Aborted (core dumped)
>
> How to fix this issue?Any help
>
> Thanks
> Jayasankar R
>

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