One of my readers is not receiving emails from one of her clients at a major Australian university. She uses Outlook and Windows 10, and has a Bigpond email address (part of Telstra in Australia). She asked if I could help her. She added this: ‘Telstra has advised that it looks as if the problem is at their [the university’s] end. The [university’s] domain is added as a safe contact in my email system, and the emails are not going to junk. It appears they’re stuck somewhere. My [university] colleagues have received messages to say that the server is busy. Do you think the problem is at their end? Is there anything you could recommend I try?’
My first response applies to everyone reading this—I am NOT an expert in Outlook and email systems in general; I’m just a user. However, I’ve learned over the years that the first step in a situation like this is to try to figure out where the problem is—is it at her end (Outlook)? is it at the Telstra (Bigpond) end? Is it at the university’s end (the information about the ‘busy server’ might indicate a bigger problem at their end)? or is it somewhere in between? If you paid someone to look at this, they could well spend 30 or more minutes testing things you can test yourself, before they get down to more in-depth troubleshooting.
My response to her (you would substitute Bigpond and your client’s email addresses, of course):
Do you have another email address they can try sending to, such as a free Gmail address? You need to establish where the problem is.
- Let’s eliminate Outlook first: Check your Junk email options in Outlook—on the Home tab, click the drop-down arrow for Junk and select Junk email options. Make sure you haven’t set ‘permanently delete’ and also check all the Safe Senders and Blocked Senders lists to see if the university’s email addresses and/or domain are listed in Safe and not in Blocked. If Outlook isn’t blocking anything, then set up a free Gmail address (or use one you already have).
- Once you set up a Gmail address keep Gmail open in your browser at the inbox page, then go to Outlook and send a test email from your usual Bigpond email address to that Gmail address. Check the Gmail inbox to make sure it gets through—it may take a minute or so.
- Next, from within Gmail, compose a test email and send it to your Bigpond address. Check Outlook to see if it comes through. If it goes to junk, then allow that Gmail address and re-test to see if it’s not treated as junk the second time.
- Next, set up Gmail to auto forward to your Bigpond address anything sent to that Gmail address (cog icon in top right corner for settings, then See all settings, then Forwarding and POP/IMAP – on that page in the first section, click Forward a copy… then add your Bigpond address and select Keep Gmail’s copy in the Inbox).
- Send another test email from Outlook to your Gmail address, wait a minute or so to see if it comes back into your Outlook via your Bigpond address. If it does, then that’s working and any emails sent to that Gmail address should come to you.
- Now you need to get someone at the university to send a test email to your Gmail address.
- If it arrives in your Gmail inbox, it’s not a university issue.
- If it gets forwarded from Gmail to your Bigpond address (in Outlook), it’s also likely not a university issue.
- If it doesn’t get forwarded, then the issue is likely with Telstra—it’s likely some (or all?) university emails are blacklisted somewhere.
Bottom line: If the university emails can’t get to a Gmail address, then the issue is likely at the university’s end. If their email can get to your Gmail address, but then NOT get auto forwarded to your Bigpond address, then the issue is likely with Telstra.
It may take a bit of effort and several test emails to try to nut out where the problem is—the university, Telstra, or even Outlook itself (even though you’ve set them up as a trusted domain). And then, once you’ve figured out where the problem is, you’ll need to contact someone at either place to see what they can do at their end… good luck with that! (the university will have an IT department, but dealing with Telstra can be a nightmare).
Another suggestion, particularly once you’ve figured out where the problem is but can’t go further, is to contact an IT company that offers support to small businesses, sole traders, individuals etc. There are bound to be plenty in your state, so ask friends, colleagues, family for recommendations. Be aware that you’ll be paying upwards of $100/hour for their help, so figuring out as much as you can beforehand will save you some money. Document everything you’ve tried if you’re emailing them.
Of course, if the Gmail solution works, then you may just go with that and get your client to send emails to your Gmail address.