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Issue IMAP requires security certificate? Maybe?

So... my question is, why is it querying/confusing myvps.co.nz with mydomain.co.nz ???

Where in Plesk do I update this setting? Anybody?
 
Is the answer in here?

2. Invalid configuration​


In some cases, the certificate chain does not contain all the necessary certificates to connect the web server certificate to one of the root certificates in our trust store. Less commonly, one of the certificates in the chain (other than the web server certificate) will have expired, and that invalidates the entire chain.
 
I did a test for mail.mydomain.co.nz. For some reason the test queried my VPS...
Morning!
You've not stated where / what / how you've tested here, but, this ^ was covered previously i.e. How you have administered your own config / setup etc
Guessing that this one, might be an excerpt from a full report generated by an ssl check /test site ?
This is the actual certificate for mydomain.co.nz (I can tell by the expiry date:
Same again (as above)
I take it this was the actual query:
Obviously with sanitized domain names, nobody else can independently replicate what you appear to have tested and / or test / anything else, elsewhere, but it makes sense not to post your own hosted domain names, here on the forum.

One thing that was asked earlier, but which, by chance you appear to have now answered, was this question:
Post #12 > "...Just out of interest, is your plesk hosting domain, a different domain than the one that you're now having mail issues with?" (sic)
From what you've posted above, it appears that your server hosting domain is indeed, a different domain than the domain that you're having mail issues with now. That, again, sends you back to how you have administered your own config / setup etc because you've already stated that you have full root access.

You can check the two different SSL Certificates here: SSL Checker and include their correct port numbers e.g. 8443 and 443 and / or any others, that you might have specified / be using, but do remember, that whilst this can and will validate any SSL Certs that you are currently hosting c/w plenty of supporting data, there are many other check sites too, but, perhaps most important of all, is that you won't see there, which SSL cert you've actually 'made default' within Plesk, as you'll need to view that within Plesk - Post #7 above.
 
So... my question is, why is it querying/confusing myvps.co.nz with mydomain.co.nz ???

Where in Plesk do I update this setting? Anybody?
If you're already hosting domains and sites for customers, then you really should already be aware, of exactly how to do this.
If all this is just for your own use, then yes there's plenty to experience and understand with Plesk, in order to get this setup & configured correctly.
In both cases (assuming now that you have not yet used Plesk long enough to have accumulated this knowledge) then the quickest and easiest option for you would be to place a Plesk support subscription, open support tickets, give Plesk secure access to your VPS and thus achieve what you want / need soonest.
Is the answer in here?
Sometimes yes, it is. However, you've only posted ^ the summary (i.e. suggestion) not the data, that's actually specific to your own server / yourself (rightly so - see previous note about posting your own data in a forum etc) So.... it's extremely difficult for anybody on here, to determine if this applies to you 100% or not.
 
Morning!
You've not stated where / what / how you've tested here, but, this ^ was covered previously i.e. How you have administered your own config / setup etc
Guessing that this one, might be an excerpt from a full report generated by an ssl check /test site ?

Same again (as above)

Obviously with sanitized domain names, nobody else can independently replicate what you appear to have tested and / or test / anything else, elsewhere, but it makes sense not to post your own hosted domain names, here on the forum.

One thing that was asked earlier, but which, by chance you appear to have now answered, was this question:
Post #12 > "...Just out of interest, is your plesk hosting domain, a different domain than the one that you're now having mail issues with?" (sic)
From what you've posted above, it appears that your server hosting domain is indeed, a different domain than the domain that you're having mail issues with now. That, again, sends you back to how you have administered your own config / setup etc because you've already stated that you have full root access.

You can check the two different SSL Certificates here: SSL Checker and include their correct port numbers e.g. 8443 and 443 and / or any others, that you might have specified / be using, but do remember, that whilst this can and will validate any SSL Certs that you are currently hosting c/w plenty of supporting data, there are many other check sites too, but, perhaps most important of all, is that you won't see there, which SSL cert you've actually 'made default' within Plesk, as you'll need to view that within Plesk - Post #7 above.
Hi @learning_curve — the test result is from
Morning!
You've not stated where / what / how you've tested here, but, this ^ was covered previously i.e. How you have administered your own config / setup etc
Guessing that this one, might be an excerpt from a full report generated by an ssl check /test site ?

Same again (as above)

Obviously with sanitized domain names, nobody else can independently replicate what you appear to have tested and / or test / anything else, elsewhere, but it makes sense not to post your own hosted domain names, here on the forum.

One thing that was asked earlier, but which, by chance you appear to have now answered, was this question:
Post #12 > "...Just out of interest, is your plesk hosting domain, a different domain than the one that you're now having mail issues with?" (sic)
From what you've posted above, it appears that your server hosting domain is indeed, a different domain than the domain that you're having mail issues with now. That, again, sends you back to how you have administered your own config / setup etc because you've already stated that you have full root access.

You can check the two different SSL Certificates here: SSL Checker and include their correct port numbers e.g. 8443 and 443 and / or any others, that you might have specified / be using, but do remember, that whilst this can and will validate any SSL Certs that you are currently hosting c/w plenty of supporting data, there are many other check sites too, but, perhaps most important of all, is that you won't see there, which SSL cert you've actually 'made default' within Plesk, as you'll need to view that within Plesk - Post #7 above.
 
I’ll test SSL and see what I get.

Basically everything is ‘out of the box’ Plesk configuration. VPS certificate has always been there and I assigned separate Let’sEncrypt certificates to sites. Which worked fine. But something apparently broke on my domain (all others are ok) when certificate auto-renewed in May and renewing cert manually didn’t fix things.
 
I’ll test SSL and see what I get.

Basically everything is ‘out of the box’ Plesk configuration. VPS certificate has always been there and I assigned separate Let’sEncrypt certificates to sites. Which worked fine. But something apparently broke on my domain (all others are ok) when certificate auto-renewed in May and renewing cert manually didn’t fix things.
Okay, understood. Are you using your VPS / Plesk / Multi-Domain setup and providing a service for customers? Yes or No?
If you are, then you'll be well aware, that 'out of the box' is short of a multitude of config adjustments and setup changes so that you can do that effectively.
If you're not, then that ^ still applies, but, it would appear that you haven't had chance so make all of these config adjustments and setup changes - yet.
Hi ~ the test result is from
:) You didn't say where? You posted one of my previous messages that was sent after your test results, not before. So as a pure guess, it may have been at Secure Email that we had posted previously, but again, all of these types of tests are dependent on your test input plus your Plesk config / setup.

FWIW At that ^ test site, there's a very long and informative print of data (if you add in multiple items to be tested, all at the same time, as we always do) but, that's too much to be posting here, instead, here's the summary box (image) from a "To" test that's just been run. We've removed (sanitized) the domain name, plus the MX (mail server) ID and both the IPv4 and IPv6 addresses (hence the two spearate lines in the box) for the reasons that we've already mentioned.
CTLS.jpg
 
Sorry @learning_curve , that email was sent prematurely. Test results were from SSL Server Test (Powered by Qualys SSL Labs)

In fact the first screen on this test pinpoints the problem quite exactly:

You are here: Home > Projects > SSL Server Test > mail.mydomain.co.nz


SSL Report: mail.mydomain.co.nz (XXX.X.XX.XX)

Assessed on: Sat, 08 Jul 2023 02:06:24 UTC | Hide | Clear cache

Scan Another »


Certificate name mismatch
Click here to ignore the mismatch and proceed with the tests


Try these other domain names (extracted from the certificates):

What does this mean?

We were able to retrieve a certificate for this site, but the domain names listed in it do not match the domain name you requested us to inspect. It's possible that:

  • The web site does not use SSL, but shares an IP address with some other site that does.
  • The web site no longer exists, yet the domain name still points to the old IP address, where some other site is now hosted.
  • The web site uses a content delivery network (CDN) that does not support SSL.
  • The domain name is an alias for a web site whose main name is different, but the alias was not included in the certificate by mistake.

SSL Report v2.1.10

This shows the error but I'm not sure how it happened (I was using standard Plesk tools like Let'sEncrypt to issue certificate and, as you have said, everything on that side appears to line up.

According to Secure Email I have a confidence factor of 98% (why?) o_O
 
SSLChecker on Port 443 is all good. On Port 8443 it tells me:

Doesn't match Common Name or/and SANs

After all this I'm wondering if an error was generated when setting up the certificate? If that was the case, would simply generating a fresh certificate correct things (think I've done this before...)??
 
Just tested another site that I host. Webmail login returns a default Apache page informing me that the site is working properly, but not the End of File Error page I get on my own domain... and definitely NOT the Webmail login screen I was expecting!!

Methinks something is rotten in the state of Plesk... or perhaps more correctly the VPS itself!!

And now I can't even log into Plesk!!!

Secure Connection Failed

An error occurred during a connection to server.myvps.co.nz. PR_END_OF_FILE_ERROR

The page you are trying to view cannot be shown because the authenticity of the received data could not be verified.
Please contact the website owners to inform them of this problem.
 
Sure 'nuff -- THE WHOLE F*CKING SERVER IS DOWN. AGAIN!!

Apart from POP4 and SMTP. Apparently. :mad:
 
OK. I've used SSL Server Test (Powered by Qualys SSL Labs) to analyse this issue.

Of the ten sites I host on this VPS, only three have email services (whew!)

These three sites (mydomain.co.nz included) all have the same issue, i.e a conflict with the certificate for myvps.co.nz which is the hosting server.

As verified in Plesk, all certificates issues by Let'sEncrypt are correct. The only reason I haven't seen issues with IMAP on the other sites is because their security certificates have NOT auto-renewed.

Which leads me to think that the actual problem lies with the security certificate for myvps.co.nz itself. Despite the fact that it is apparently valid we have a comparatively 'flat' server structure -- all sites are effectively hosted on the same level withing the VPS. I.E. there are no sub-sites, sub directories, etc.

Furthermore, since this server was configured (circa 2020 if memory serves correctly) I have normally struck 'trust' issues when logging in as Root user. By which I mean there was no security certificate in place and I needed to 'trust' the server to log in. IE there was no actual 'conflict' with the certificates of sites hosted on the VPS. Not sure when this stopped but I assumed my PC had learned to 'trust' this login?

I don't know when a certificate was applied to myvps.co.nz (I didn't actively apply this), but it would appear that IMAP has detected an apparent conflict (over the past year there has been an apparent conflict in POP3 but I have been able to 'trust' the service and mail has come through normally. I can't do this in IMAP services on my phone or webmail).

Phone service may continue normally (I didn't have any issues until I re-set the email account on my phone) but webmail services are all affected).

The solution?:
  • remove security certificate from myvps.co.nz and eliminate possible conflict?
  • Forget about hosting email on Plesk and move to another email provider (hi GMail?)...

thoughts?
 
@marvin, we discussed the issue in Resolved - dovecot imap ssl - not working before. You then opened this new thread on the same question, because you felt the previous answers insufficient, and @learning_curve has invested a lot of time and effort to assist here again. To me it seems that you do not like the answers given. The simple truth is that your certificate(s) do not match the hostname. For example in your own post above it is clearly said that your certificate is made out to server.myvps.co.nz, not myvps.co.nz or anything else. It does not make sense to try forcing another mailserver name in your clients and to expect that the SSL certificate works for the other name, too. It won't. In your post Resolved - dovecot imap ssl - not working you were convinced that your servername is right, but obviously it is not.

Maybe a good approach to solve this issue would be to reconsider the prerequisites of the situation. Can the server name really be correct when tests tell you that it is not? Can it be right when the mail client complains that the certificate does not match what was entered as the server name?

Here we are again at the bottom of page no. 2. In order to get to the root of the issue I suggest you review all what has been said. I have doubts that anything else can be added to the discussion. Instead, it could be helpful if you tried to accept the answers already given. You'll need to re-think your setup in order to solve the issue.

Please consider submitting a ticket to Plesk support so that Plesk can assist you directly on your server to set it up correctly. To sign-in to support please go to https://support.plesk.com

If you experience login issues, please see this KB article:
https://support.plesk.com/hc/en-us/...rt-plesk-com-and-password-reset-does-not-work

If you bought your license from a reseller, your reseller should provide support for you. If the reseller does not provide support, here is an alternative:
https://support.plesk.com/hc/en-us/articles/12388090147095-How-to-get-support-directly-from-Plesk-
 
Hi again @Peter Debik . Thanks for the help you have given so far. I opened the second thread because I felt I was closing in on the root cause of a problem that has been a problem for over a month. @learning_curve has made some suggestions I have found useful.

I have established that of the 10 domains I host in this VPS three domains (my own domain included) are affected by this issue. As unlikely as it may seem, IMAP is detecting a conflict between the certificates assigned by Let’sEncrypt and the certificate assigned to my Plesk VPS. It would seem that I’m able to make an exception to this conflict in POP3 and SMTP connections but not in IMAP. Which is why IMAP refuses connections with the designated mail server account (mail.mydomain.co.nz). IMAP keeps looking at mail.myvps.co.nz and seeing a conflict that I cannot make an exception to.

This problem first occurred on my wife’s email account. When I reset my account (which was working) I believe I lost an exception that he’d been stored, with the result that I no longer have IMAP access.

I guess you feel this is chasing unicorns instead of horses, but this is all I can put things down to. My ISP has said they can’t help me because they have no access to my VPS, and I should go to the Plesk forum. Plesk themselves won’t help me because my copy of Plesk is licensed to my ISP, so I don’t have a licence with them.

This is all proving to be very frustrating. I’m not a web server guru — this is why I have Plesk on my VPS. I don’t know if the problem is with the SSL certificate of the VPS itself, but each individual site on the VPS has valid credentials.

At this stage all I can think is to see if renewing the credentials for Plesk VPS itself would fix the problem, or if I have to dispense with Plesk-based email totally and find an alternative method.

@Peter Debik — you have said in the past that the problem is not Plesk, or Dovecot, but that my security configurations are wrong. I’m not disagreeing with you, but I’m also pointing out that I didn’t specify these settings. I’m not sure when or how the security certificate for Plesk was generated within Plesk. Problem is IMAP thinks there’s a conflict. And all I want to know is how to reassure IMAP that things are OK

*sigh*
 
that I no longer have IMAP access.
That is because your mail server name that you are using in your devices does not match the hostname for which you have a mail server certificate.

Plesk themselves won’t help me because my copy of Plesk is licensed to my ISP, so I don’t have a licence with them.
That is why I suggested:
If you bought your license from a reseller, your reseller should provide support for you. If the reseller does not provide support, here is an alternative:
https://support.plesk.com/hc/en-us/articles/12388090147095-How-to-get-support-directly-from-Plesk-
 
Hi again @Peter Debik . Thanks for the help you have given so far. I opened the second thread because I felt I was closing in on the root cause of a problem that has been a problem for over a month. @learning_curve has made some suggestions I have found useful.
Didn't see / get involved that other thread sorry, so can't comment on that. However, at the risk of being blunt, can say that on this thread, we have asked several questions, which for whatever reason, you've simply not answered. The irony of that is, that the person suffering most from that, is yourself.
I have established that of the 10 domains I host in this VPS three domains (my own domain included) are affected by this issue. As unlikely as it may seem, IMAP is detecting a conflict between the certificates assigned by Let’sEncrypt and the certificate assigned to my Plesk VPS. It would seem that I’m able to make an exception to this conflict in POP3 and SMTP connections but not in IMAP. Which is why IMAP refuses connections with the designated mail server account (mail.mydomain.co.nz). IMAP keeps looking at mail.myvps.co.nz and seeing a conflict that I cannot make an exception to.
See above comment, then refer back to previous comments / questions re: your own management of Plesk config / setup, plus relevant previous experience etc
This problem first occurred on my wife’s email account. When I reset my account (which was working) I believe I lost an exception that he’d been stored, with the result that I no longer have IMAP access.

I guess you feel this is chasing unicorns instead of horses, but this is all I can put things down to. My ISP has said they can’t help me because they have no access to my VPS, and I should go to the Plesk forum. Plesk themselves won’t help me because my copy of Plesk is licensed to my ISP, so I don’t have a licence with them.
Again, see previous comments ^ but also, we (just as @Peter Debik has done, a few times now) previously suggested that you raise a Plesk Support Ticket in order to resolve all of your own, current management of Plesk config / setup issues, because from what you've posted / half-posted so far in this thread, Plesk is absolutely NOT the cause or indeed the issue in this case.

The "...I don't have a licence with them..." (sic) is posted regularly by users on this forum, but, is normally immediately responded to with an informative, simple solution (again as @Peter Debik has done, a few times for you now). It's a very cost-effective solution for you and there appears to be no stated or valid reason, why you haven't / couldn't have done this already, especially as it will resolve all of your own stated, issues.
This is all proving to be very frustrating. I’m not a web server guru — this is why I have Plesk on my VPS. I don’t know if the problem is with the SSL certificate of the VPS itself, but each individual site on the VPS has valid credentials.

At this stage all I can think is to see if renewing the credentials for Plesk VPS itself would fix the problem, or if I have to dispense with Plesk-based email totally and find an alternative method.
Again, see previous comments, then please proceed with raising a Support Ticket, thus avoid any more speculative, time wasting exercises (for yourself - that is).
@Peter Debik — you have said in the past that the problem is not Plesk, or Dovecot, but that my security configurations are wrong. I’m not disagreeing with you,
Great. That ^ is correct.
but I’m also pointing out that I didn’t specify these settings.
Who did? Unless there's a big misunderstanding, only you have root access to your Plesk / VPS etc & to date, there's only you administratively managing this.
I’m not sure when or how the security certificate for Plesk was generated within Plesk. Problem is IMAP thinks there’s a conflict. And all I want to know is how to reassure IMAP that things are OK
Again, see previous comments...
An ironic closing statement ;) Still, please make a final post, once your support ticket and Plesk technical support staff resolve all of your own, current management of Plesk config / setup issues. Based on the content of this thread, to date you'll definitely need to grant the Plesk technical support staff Access to your Plesk / VPS via SSH in order for you to achieve a timely conclusion (you posting all of the details etc in messages within that ticket will take too long).
 
OK, final post as to how this matter has been resolved.

Firstly thanks to @Peter Debik and @learning_curve for bearing with me through this issue. It's been a long process and your contributions were appreciated. I can see why you were tired of this matter in the end. Two forum pages later and this matter was no closer to becoming resolved.

As suggested, I approached Plesk Technical Support. After initial difficulty logging in because I was not able to register an account or reset my password, PLesk contacted me via email:

As you use Plesk through your hosting provider, they are your first point of contact for support and general inquiries. They should assist you with technical issues with Plesk or any questions related to Plesk, as they provide you with your Plesk software. Plesk partners are fully trained by Plesk and deliver best-in-the-industry support for Plesk products running on their infrastructure.

OK. That sounds promising!

If they refuse to assist you or cannot resolve the issue, you can use our free support resources:

1. Visit the Plesk Support self-service resources for most commonly asked questions: https://support.plesk.com/hc/en-us

2. Collaborate with other professionals at Plesk Facebook Community Plesk Online Community | Facebook

3. Tweet to Plesk https://twitter.com/intent/tweet?text=@PleskHelps

Please let us know in case of any questions we will be glad to assist.

I was unable to find the answer for my Security Certificate Issue in https://support.plesk.com/hc/en-us

I felt that the Plesk Facebook Community would share a very similar response to my experience on the Plesk Forum -- helpful to a point but unable to communicate a satisfactory solution to this issue.

Having actually contacted Plesk Support I decided to continue:

Over the past month I have spent extended periods of time with my Hosting Provider. Today I actually got them to agree about the cause of the problem (individual SSL certificates for hosted sites are conflicting with the SSL certificate for the VPS), but they don't know how to fix it.

I have had discussions on the Plesk forum and they are telling me that the problem is the way I've administered my server and set up my SSL certificates (I'm using Plesk 'out of the box' and am not attempting anything fancy here). People on the forum have been helpful, but in the end they keep telling me that I AM THE PROBLEM.

I've searched on the Plesk knowledgebase to no avail.

In conclusion I'm totally over this ****. Everything has been working fine for websites and email on this VPS for years, but in May this year the problem started when the SSL Certificate on my domain (mydomain.co.nz) auto-renewed. Today I heard that the same thing happened to another domain that I host on the same VPS. I'm moving my email services from Plesk as I don't believe that the support is there and I need a service that actually works.

To which Plesk replied:

I am sorry to hear that your experience with support for Plesk was less than optimal.

In case you are the administrator of your server, you should have access to the licensing (under tools and settings > license information). In that case, even if a license is purchased through a provider there is a way to get support from Plesk directly. Please refer to https://support.plesk.com/hc/en-us/articles/12388090147095-How-to-get-support-directly-from-Plesk-

However, if you do not have administrative access to the server, there is nothing we can help with, unfortunately.

Cool. As it happens I DO have administative access... But Plesk then delivered the killer blow:

Please let me clarify that Plesk licenses purchased from Plesk reseller’s do not have technical and licensing support available from Plesk teams.

In order to get technical assistance from Plesk technical support team for such Plesk licenses, it would require to purchase Plesk technical support subscription (first month is free), please find the instructions at https://support.plesk.com/hc/en-us/articles/12388090147095-How-to-get-support-directly-from-Plesk-.

Indeed, to get Plesk Technical subscription, it would require to register in our Support portal, for that a new account should be manually created by the subscription owner at Plesk 360. Please make sure to use the same email address for registration in our Support Portal and purchasing your Technical support subscription.

New account should be manually created because Plesk uses different systems from your Plesk license provider.

Great. So despite paying my Plesk Reseller a monthly fee for the service I DON'T have any Technical Support from Plesk themselves unless I purchase a Technical Support Subscription ?!!

Back to my ISP. They confirm there is a conflict with SSL Certificates for my Plesk VPS and individual site certificates. The can see the error message that verify this. Believing that is could be that Plesk only allows ONE certificate on a server for email, they suggest I use the same SSL certificate to verify ALL domains hosted on this VPS. This doesn't work. They can't really advise more as they don't actually use Plesk email.

I've had enough. I moved my email services to a new provider and full service has been restored. As I did this, I heard from one of my clients hosted on this server. Her SSL certificate auto-renewed 26th June and she's just discovered she can't send email form her phone. Sounds familiar?

I'm moving her email from Plesk to another provider today.
 
~
Great. So despite paying my Plesk Reseller a monthly fee for the service I DON'T have any Technical Support from Plesk themselves unless I purchase a Technical Support Subscription ?!!
FWIW We don't work for Plesk / have no professional and/or other close association with them.

Your Plesk licence was/is issued via your own VPS hosting provider (presumably that's not the same as your ISP). You are currently paying them, not Plesk.
You didn't explain (in the above) what happened when you asked your Plesk licence holding, VPS hosting provider (not your ISP) to solve your e-mail issues.
Understandable if you didn't (many do - but with poor responses & many don't, as they choose to deal directly with Plesk and not via an intermediary)

More importantly, in terms of speed / resolution etc You do have a very clear option to deal directly with Plesk yourself, via a subscription, which, do remember is a) Free - for the first month b) Can be cancelled at any time. This means, that simply by being well organized, you could seek free support, directly from Plesk.
Back to my ISP. They confirm there is a conflict with SSL Certificates for my Plesk VPS and individual site certificates. The can see the error message that verify this. Believing that is could be that Plesk only allows ONE certificate on a server for email, they suggest I use the same SSL certificate to verify ALL domains hosted on this VPS. This doesn't work. They can't really advise more as they don't actually use Plesk email.
No further comments on this ^ "ONE certificate" (sic) belief, other than, it's incorrect. Context and/or lack of, is very relevant in this case.
I've had enough. I moved my email services to a new provider and full service has been restored. As I did this, I heard from one of my clients hosted on this server. Her SSL certificate auto-renewed 26th June and she's just discovered she can't send email form her phone. Sounds familiar?

I'm moving her email from Plesk to another provider today.
As per previous posts... Your errors are not just because you're using Plesk... Plesk technical support staff could / would no doubt resolve all of your own, current management of Plesk config / setup issues that are the actual cause of them, but you've chosen a different option, which you're completely satisfied with.

So, you're happy again, your e-mail service is now fully functional and this specific thread can be closed, as it requires no further actions / input from this forum.
 
Hi @learning_curve , firstly I do realise that many Plesk Forum members are totally independent of Plesk (ie they don't work for the company) and give up their time to offer solutions. Your input on this issue was much appreciated, (wanted to emplasise this) particularly in respect to testing SSL certificates and configuration and verifying that there was an actual conflict with the VPS SSL certificate.

Secondly, I had numerous conversions with my VPS Hosting Provider (not my ISP) regarding this issue. When you purchase a VPS from them they make it clear they offer limited support as they are unable to access the VPS Configuration and elements themselves. I'm not sure why they say this as they configured Plesk on the VPS in the first place and logically, must have Root User access but there you go...

My VPS Hosting Provider (not my ISP) has never struck this issue as they don't use Plesk for email themselves. In fact I am wondering if they have an issue with SSL certificate configuration as I occasionally need to make exceptions when accessing my VPS and 'trust' the page I am visiting.

Presumably my VPS Hosting Provider (not my ISP) is paying Plesk a licence fee. Something in my communications with Plesk made me think that this meant that as a registered user (albeit through a third party) this cover extended to me. Apparently not. And while I could have paid for a licence from Plesk (free for the first month) I had lost confidence in the reliability of Plesk as an email platform. Consider this: everything was working fine, emails over IMAP were being received, emails were being received over POP3 (with an 'exception' granted) and emails were going out over SMTP. Until my personal domain security certificate renewed and then suddenly they weren't.

In effect, whatever configuration that was there before worked, SSL certificate renews and then it doesn't. I didn't physically change anything between things working and things not working.

Finally the 'random' nature of this event (one device can send but not receive, one can receive but not send, then I get and SSL Certificate not trusted error and all the websites hosted on this VPS go down until server apparently resets).

Which is why I no longer 'trust' Plesk for email services.
 
~ I had numerous conversions with my VPS Hosting Provider (not my ISP) regarding this issue. When you purchase a VPS from them they make it clear they offer limited support as they are unable to access the VPS Configuration and elements themselves. I'm not sure why they say this as they configured Plesk on the VPS in the first place and logically, must have Root User access but there you go...
At the risk of stating the obvious... Regardless of your chosen Hosting Provider, delivering a pre-configured VPS package to you, as per your order to them, a VPS package that was complete with a Plesk licence, but one that offered limited support for Plesk only through them, you, not them, took over configuration, management and maintenance of that VPS package, at root level aka Full accountability & responsibility, for its continuous, successful operation. It's that simple.
My VPS Hosting Provider (not my ISP) has never struck this issue as they don't use Plesk for email themselves. In fact I am wondering if they have an issue with SSL certificate configuration as I occasionally need to make exceptions when accessing my VPS and 'trust' the page I am visiting. Presumably my VPS Hosting Provider (not my ISP) is paying Plesk a licence fee. Something in my communications with Plesk made me think that this meant that as a registered user (albeit through a third party) this cover extended to me. Apparently not.
There's so many ifs / whats / maybes / assumptions / diversions and avoidance statements in there, that it's too discombobulated to follow and or ratify.
And while I could have paid for a licence from Plesk (free for the first month) I had lost confidence in the reliability of Plesk as an email platform.
That's entirely your own experience and decision, which you've moved on from, by taking another option that you're confident in using. Maybe a little blunt, but the reliability of Plesk as an e-mail platform, quite possibly supersedes your own levels of pro-active management of your VPS's Plesk configuration & usage. This applies to other Plesk users too, so isn't unique or a failure of any kind, but Plesk ending up as collateral damage due to blame shifting is just plain wrong. Even more so, when despite the reasons for your own Plesk e-mail and/or SSL Certificates config failures being identified several times, they have been ignored.
Consider this: everything was working fine, emails over IMAP were being received, emails were being received over POP3 (with an 'exception' granted) and emails were going out over SMTP. Until my personal domain security certificate renewed and then suddenly they weren't. In effect, whatever configuration that was there before worked, SSL certificate renews and then it doesn't. I didn't physically change anything between things working and things not working.
Please refer back to "Full accountability & responsibility..." in the opening paragraph.
That should hopefully explain all you need to know, as opposed to making any more assumptions.
Finally the 'random' nature of this event (one device can send but not receive, one can receive but not send, then I get and SSL Certificate not trusted error and all the websites hosted on this VPS go down until server apparently resets). Which is why I no longer 'trust' Plesk for email services.
Again, That's entirely your own experience & decision, which you've moved on from, by taking another option that you're confident in using. Many other Plesk users may well have a completely different opinion though (based on all of the posts in this thread and... their own experiences with Plesk / Plesk e-mail / Plesk technical support etc etc ) & there's nothing wrong with that. Not seeking to start or continue arguments with you. It's a closed item now. So let's all move on.
 
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