I would say a faster way is probably to setup a python virtualenv and see 
if you can reproduce the issue in the new clean virtual env.
You can find instructions how to setup a python virutal env 
at https://docs.python-guide.org/dev/virtualenvs/

On Tuesday, August 14, 2018 at 11:40:04 AM UTC-7, Vid Jelen wrote:
>
> I think the upgrade brought in at least 25 updated packages, so it might 
> be a bit messy to revert each & every one :/
>
> But I'll have a go at it and see what I can find from there.
>
>
>
>
> On Tue, Aug 14, 2018 at 7:09 PM Dick Visser <[email protected] 
> <javascript:>> wrote:
>
>> Hmm, that sounds like a somewhat volatile environment.
>> In any case, if somethings "suddenly" stops working, I would suggest
>> to find out what exactly changed that caused it to stop working.
>> Carpet-upgrading involved libraries might fix the issue, but it's not
>> going to make fault finding easier.
>> What about reverting the package that came in through apt-get
>> (interested to know which one)?
>>
>>
>> Dick
>>
>> On 14 August 2018 at 18:23, Vid Jelen <[email protected] <javascript:>> 
>> wrote:
>> > My current python cryptography version is 2.3 & I've also upgraded pip
>> > itself via pip to 18.0
>> >
>> > Ansible version is 2.7.0
>> >
>> > I have tried reinstalling python cryptography several times with no
>> > different results than the same error message.
>> > The paramiko package also crossed my mind, so I updated that one as 
>> well.
>> > The issue still persists...
>> >
>> > The only thing that changed today was a package update with apt-get 
>> update
>> > && upgrade (running Linux Mint)
>> >
>> > On Tue, Aug 14, 2018 at 6:01 PM Matt Martz <[email protected] 
>> <javascript:>> wrote:
>> >>
>> >> Having just looked into this issue as it related to paramiko, the 
>> problem
>> >> is with having an outdated version of python cryptography installed.
>> >>
>> >> On Tue, Aug 14, 2018 at 10:56 AM Dick Visser <[email protected] 
>> <javascript:>>
>> >> wrote:
>> >>>
>> >>> On 14 August 2018 at 15:35, <[email protected] <javascript:>> wrote:
>> >>> >
>> >>> > Had  a functional ansible-vault setup up until today.
>> >>>
>> >>> Without going into details - what changed on your system today?
>> >>> Because logic dictates that ansible-vault (or any other tool, for that
>> >>> matter) doesn't stop working if nothing changed.
>> >>>
>> >>>
>> >>> Dick
>> >>>
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>> >> --
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>> >> @sivel
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>> >>
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>>
>> -- 
>> Dick Visser
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