Cannot send emails - but receive OK

Yes, that is the symptom of the new eMail PW problem, WebMail works with the same PW that Mal refuses to, Mail needs a separate APP PW beyond the Mail PW, sometimes 2FA will work, sometimes you have to backup, delete that account then se it up again as "Other" type.

Many have got around the problem by using ThunderBird...

https://www.thunderbird.net/en-US/

Who is your eMail provider?

There's been major security changes for eMails.

For instance gMail, but they're all similar...

Mac's Mail App is not as modern as iOS's Mail app, Many eMail providers now require a separate App Password different from your eMail password…

It might just need an App Password separate from the gMail password…

Apple mail will not let me add a GMail ac… - Apple Community

https://support.google.com/mail/answer/185833?hl=en-GB

Apple Mail won't sign in to Google account - Apple Community

my iMac has OS Yosemite 10.10.5 Does this… - Apple Community

my iMac has OS Yosemite 10.10.5 Does this… - Apple Community

gmail on mail Version 11.5 (3445.9.1) - Apple Community

gmail on mail Version 11.5 (3445.9.1) - Apple Community

Note from PrestoWebDesign…

https://discussions.apple.com/thread/253701684?answerId=257151754022#257151754022

Trying to add Gmail account to Apple Mail… - Apple Community

https://blog.google/technology/safety-security/the-beginning-of-the-end-of-the-password/

Possible gMail fix…

iMac says Connection Insecure. Failed to … - Apple Community

Auth 2.0 Error 400 on Mail account - Apple Community

I'll ask your eMail addy be edited out.

Did you set it up for IMAP using...

If you're not sure, we'd suggest you use IMAP, it's the most common choice as many people use more than one device and email account.

What settings do I need for my mail client or device?

1. Username – this is your full email address
2. Password – your chosen email password
3. Incoming mail server IMAP or POP3: mail.uwclub.net
4. Incoming port IMAP: 993 or POP3: 995
5. Outgoing mail SMTP server: mail.uwclub.net
6. Outgoing port SMTP TLS: 587 or SSL: 465
7. Make sure that your security settings are set-up to enable TLS (or SSL if not available)

Especially the outgoing ports‽

i have been with UW Club for 20 years and all of a sudden 3 weeks ago I can’t send emails unless I sign into webmail. I had a request to change my password a few weeks or a couple of months ago and now can’t send on desktop Microsoft, iPad or iPhone. You speak to them and all they do is give you the log in info which you can get online. All the tech people seem to be non first language British people. It is driving me mad. Why has it all gone up the creek lately? I spoke to my computer tech guys and they say because it is happening both with windows and Apple it must be something in the UW side of things!!!

Does it help to reset your PW?

https://help.uw.co.uk/article/broadband_and_landline/email/how-do-i-change-my-email-password

Hi there, have you managed to sort out the problem with sending your UW club emails yet when you are on your iPad, iPhone, etc? I am getting nowhere and find it strange that it all just stopped a few months ago. Many thanks.

Fingers crossed! :)