I have the usual headache when trying to send an email from Perl which requires TLS. I'm running Strawberry Perl on a Windows7 machine, and I'm running code that works on other Windows PCs (in the past), so it is basically a configuration issue rather than basic coding, but it is an issue I see happening to other guys quite a bit. I recall in the past I always had problems getting this to run on those PCs also. The code is basically: 

$email = new Net::SMTP::TLS($account_smtp,Hello=>$account_smtp,
 Port=>25,User=>$account_user,Password=>$account_pass);

[download]

So the accounts and passwords are correct, as that works on another machine in the company. The initial error I got was: invalid SSL_version specified at C:/strawberry/perl/vendor/lib/IO/Socket/SSL.pm line 418

But I applied the following workaround to C:\strawberry\perl\vendor\lib\Crypt\SSLeay\SSL.pm line 1602: 

# old code
m{^(!?)(?:(SSL(?:v2|v3|v23|v2/3))|(TLSv1[12]?))$}i     
# new code
m{^(!?)(?:(SSL(?:v2|v3|v23|v2/3))|(TLSv1[12]?))}i

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That now seems to work, but I get the following error further down the line: Couldn't start TLS: SSL connect attempt failed with unknown error error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed

I also tried updating Crypt::SSLeay in case it was old:

cpan> install Crypt::SSLeay
Fetching with LWP:
http://cpan.strawberryperl.com/authors/01mailrc.txt.gz
Fetching with LWP:
http://cpan.strawberryperl.com/modules/02packages.details.txt.gz
Fetching with LWP:
http://cpan.strawberryperl.com/modules/03modlist.data.gz
Database was generated on Thu, 19 Dec 2013 14:05:27 GMT

Updating database file ...
Done!
Crypt::SSLeay is up to date (0.64).

[download]

But that made no difference, has anyone got any ideas ?

In reply to Couldn't start TLS: SSL connect attempt failed with unknown error error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed by rich101v2

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