Windows 10: Outlook can't send email to one contact, but web based mssgs work fine

As the title says, I use Microsoft Outlook '07 to access my Roadrunner and AOL POP accounts. If I send email from either account to one particular friend who uses windstream.net, and accesses his mail through Windstream's web mail page, it disappears without any trace that I can find. Not only doesn't he receive my newly composed messages, but he does not receive my direct replies either. That rules out a misspell. There is no evidence other contacts are not receiving my emails. I first thought maybe he had me blocked, however if I go to either of my two accounts' web based email pages, he receives my messages just fine.

And I always receive his emails. The only odd thing that might be a clue is that, since this began, about half of the email he sends me now, whether I view them in Outlook or on the web, is in plain format with system fonts. Sometimes they come to me in HTML.

I never get any delivery failure notification either. The last time he got one of my emails is when I sent out a July monthly newsletter to about a hundred people including him. I usually get the same few failure notifications because some of our members' addresses have changed or can't be found... the usual reasons, and I need to update my distribution list. But he got that letter in July, and that's the last time I've been able to send him anything through Outlook on either AOL or Roadrunner. But both of those ISPs always deliver mail to him if I use their respective web pages to send it. What could be going on? I'm thinking it's something with his Windsream.net service. But if he had me blocked, it would also reject me when I send from the web.

This is an odd one. can anyone help?
Thanks,
Rusty



:)

 

preserving outlook.com email settings on my windows phone

Hi there,

I suspect this is a work in progress, but in my outlook.com web based email client, i have it set up such that emails from my business get forwarded to my outlook account, and i can send / receive email as if i am doing it from my business email. ultimatelym
if i am corresponding through my web based account, things work out fine. Things get sent "on behalf of" one account to another and for many of my contacts, they see the email address I want them to see.



my windows phone, setting up an email account through the OS does not preserve these settings. Is there a way to preserve these settings, or do i have to use the web based outlook.com through my browser to send/receive they way i want to???



at least microsoft could provide an hotmail/outlook app.

 

sending multiple photos in 10

In order to use the Send to...Mail Recipient option, you must have an email client--a full-fledged email program--installed. Examples are Microsoft Outlook (not Outlook.com) and Mozilla Thunderbird. It won't work with web-based email.

 

Well, about a week ago it started working again, and this one fellow can receive emails I send via Outlook with my roadrunner account.

However last night I sent out a newsletter to about 225 members of my aeromodelling club, and now I can't even send email to my wife. First, it appeared in her junk folder, then not at all. This is the same time last month my problem started. Today I've had several kicked back as "Containing possible spam." The newsletter I sent out contained one PDF of about 4.5MB. It also contained lots of pictures and videos... of airplanes. Any ideas?
Thanks,
Rusty

 

This sounds like an issue with the ISPs and their "blacklist" anti-spam software.
They may be reacting to some combination of words &/or pictures that match a spam pattern.

For example, last week, I transferred some money to my sister-in-law's bank account. My bank's website has a feature that allows an automatic email to be sent to the recipient, advising of the transfer.

Her ISP rejected the message as matching that of a "Nigerian Prince" scam!

 

Haha, that's funny. Just a moment ago I told one of the guys on my mailing list I was trying to prove I'm not a Nigerian Lawyer. Don't know if he got it or not, I asked him to ping me if he did.

I'm going to call Time Warner, who provides my keyhole into the internet, and see if they can help clear my name.
Strange how I'm only semi blocked. Once in a while, a message gets through. Two of about 10 tries got through to my wife's email last night.

Thanks for your reply.
Rusty

 

An attachment of 450MB is pretty large, many ISPs, both sending and receiving, will have limits on attachment size, may be as little as 2MB. I'd think it better to use something like DropBox to upload then send the link to it. Actually, that seems to be quite a large file size for a .pdf file, must be a lot of images in it.

 

Oops, I meant 4.5MB. Yeah, 450MB would never make it out of the door. I'll edit my post.
Sorry.

I think I'll start sending everyone a dropbox link to the newsletter, rather than an attachment.

Rusty

 

This thread is Semi-Solved, but I'm starting a new one to un-muddy the water, so to speak.
Thanks for the replies.
Rusty