Stuck Outbox and many other issues seen when migrating from Outlook

Hello,

I am a busy software engineer moving from the world of employment to the world of self-employment and a new eM client user porting a complex set of personal and business emails across many different servers ( roundcube dot net , protonmail dot com , hotmail dot com and gmail dot com )

Sadly, things are not working the way I had hoped.

I fired Microsoft after many years of using Outlook, as Microsoft email proved to be utterly incapable of managing both my personal and business email addresses and adding non Microsoft IMAP accounts (Protonmail via their alias-splitting Bridge mostly) was resulting in problems that made the entire client unusable. After a year consisting of hundreds of hours and dozens of calls with both their personal and business support teams, I have given up hope in them and am now ready to move on.

I looked at Thunderbird, but since eM client is getting a lot of good press as being modern, thoroughly designed and well supported I thought I’d give it a try instead.

I’m getting a constant stream of many different kinds of errors, the most chatty of which I paste below.
I cannot actually send any email as everything gets stuck in the Outbox.

I understand this is a community support forum and typically having only one issue per post is recommended, there are just so many things going wrong that I don’t have the foggiest idea how to differentiate / separate the issues.

Any idea how to start peeling layers off this onion ?

I am planning soon on escalating to a paid account, at which time I will have the support team take a crack at this nut.

Until then, thanks for doing what you can to assist.

Thanks,

mPwrWare (11994808) Canada Inc.
www dot linkedin dot com slash in slash myles-dear

Here’s the remainder of the message since the forum editor didn’t allow me to paste it in natively:

These all look like connection issues; something is interfering with the connection.

As a test, can you completely disable any anti-virus, firewall, proxy or VPN, then try again. Sometimes even restarting your router may resolve this.

Thanks for your response, @Gary. as a community advocate helping both families of medically complex children being victimized by governmental actors and adult women fleeing violence, for an additional layer of personal protection, I use ExpressVPN. I will try disabling it temporarily, but this cannot be a permanent solution for the reasons mentioned above.

I also use Norton 360, same strategy as before, I’ll try temporarily disabling it.

I have restarted my Bell Home Hub 3000 (Sagemcom) multiple times since commencing the eM trial three weeks ago and no dice.

Some incoming emails are getting through but because I cannot rely on eM at present, I am using other clients primarily since life is on the line and seconds matter.

Quick summary - after disabling all security software the issues still persisted. Following up with a certificate error being seen by one particular email provider on @Gary 's request, to peel the layers of the onion off one at a time. Still using other clients but hoping to consolidate on em Client. Hope I can.