URL reputation and shorteners

A bit of  a throwback post from Steve a few years ago. The problem has gotten a little better as some shortening companies are actually disabling spammed URLs, and blocking URLs with problematic content. I still don’t recommend using a public URL shortener in email messages, though.
Any time you put a URL in mail you send out, you’re sharing the reputation of everyone who uses URLs with that hostname. So if other people send unwanted email that has the same URL in it that can cause your mail to be blocked or sent to the bulk folder.
That has a bunch of implications. If you run an affiliate programme where your affiliates use your URLs then spam sent by your affiliates can cause your (clean, opt-in, transactional) email to be treated as spam. If you send a newsletter with advertisers URLs in it then bad behaviour by other senders with the same advertisers can cause your email to be spam foldered. And, as we discussed yesterday, if spammers use the same URL shortener you do, that can cause your mail to be marked as spam.
Even if the hostname you use for your URLs is unique to you, if it resolves to the same IP address as a URL that’s being used in spam, that can cause delivery problems for you.
What does this mean when it comes to using URL shorteners (such as bit.ly, tinyurl.com, etc.) in email you send out? That depends on why you’re using those URL shorteners.
The URLs in the text/html parts of my message are big and ugly
Unless the URL you’re using is, itself, part of your brand identity then you really don’t need to make the URL in the HTML part of the message visible at all. Instead of using ‘<a href=”long_ugly_url”> long_ugly_url </a>’ or ‘<a href=”shortened_url”> shortened_url </a>’ use ‘<a href=”long_ugly_url”> friendly phrase </a>’.
(Whatever you do, don’t use ‘<a href=”long_ugly_url”> different_url </a>’, though – that leads to you falling foul of phishing filters).
The URLs in the text/plain parts of my message are big and ugly
The best solution is to fix your web application so that the URLs are smaller and prettier. That will make you seem less dated and clunky both when you send email, and when your users copy and paste links to your site via email or IM or twitter or whatever. “Cool” or “friendly” URLs are great for a lot of reasons, and this is just one. Tim Berners-Lee has some good thoughts on this, and AListApart has two good articles on how to implement them.
If you can’t do that, then using your own, branded URL shortener is the next best thing. Your domain is part of your brand – you don’t want to hide it.
I want to use a catchy URL shortener to enhance my brand
That’s quite a good reason. But if you’re doing that, you’re probably planning to use your own domain for your URL shortener (Google uses goo.gl, Word to the Wise use wttw.me, etc). That will avoid many of the problems with using a generic URL shortener, whether you implement it yourself or use a third party service to run it.
I want to hide the destination URL from recipients and spam filters
Then you’re probably spamming. Stop doing that.
I want to be able to track clicks on the link, using bit.ly’s neat click track reporting
Bit.ly does have pretty slick reporting. But it’s very weak compared to even the most basic clickthrough reporting an ESP offers. An ESP can tell you not just how many clicks you got on a link, but also which recipients clicked and how many clicks there were for all the links in a particular email or email campaign, and how that correlates with “opens” (however you define that).
So bit.ly’s tracking is great if you’re doing ad-hoc posts to twitter, but if you’re sending bulk email you (or your ESP) can do so much better.
I want people to have a short URL to share on twitter
Almost all twitter clients will abbreviate a URL using some URL shortener automatically if it’s long. Unless you’re planning on using your own branded URL shortener, using someone else’s will just hide your brand. It’s all probably going to get rewritten as t.co/UgLy in the tweet itself anyway.
If your ESP offers their own URL shortener, integrating into their reporting system for URLs in email or on twitter that’s great – they’ll be policing users of that just the same as users of their email service, so you’re unlikely to be sharing it with bad spammers for long enough to matter.
All the cool kids are using bit.ly, so I need to to look cool
This one I can’t help with. You’ll need to decide whether bit.ly links really look cool to your recipient demographic (Spoiler: probably not) and, if so, whether it’s worth the delivery problems they risk causing.
And, remember, your domain is part of your brand. If you’re hiding your domain, you’re hiding your branding.
So… I really do need a URL shortener. Now what?
It’s cheap and easy to register a domain for just your own use as a URL shortener. Simply by having your own domain, you avoid most of the problems. You can run a URL shortener yourself – there are a bunch of freely available packages to do it, or it’s only a few hours work for a developer to create from scratch.
Or you can use a third-party provider to run it for you. (Using a third-party provider does mean that you’re sharing the same IP address as other URL shorteners – but everyone you’re sharing with are probably people like you, running a private URL shortener, so the risk is much, much smaller than using a freely available public URL shortener service.)
These are fairly simple fixes for a problem that’s here today, and is going to get worse in the future.

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Email marketing ulcers for the holiday

I’ve mentioned here before that I can usually tell when the big ISPs are making changes to their spam filtering as that ISP dominates my discussions with current and potential clients and many discussions on delivery mailing lists.
The last two weeks the culprit has been Yahoo. They seem to be making a lot of changes to their filtering schemes right at the busiest email marketing time of the year. Senders are increasing their volume trying to extract that last little bit of cash out of holiday shoppers, but they’re seeing unpredictable delivery results. What worked to get mail into the inbox a month ago isn’t working, or isn’t working as well, now.
Some of this could be holiday volume related. Many marketers have drastically increased their mail volume over the last few weeks. But I don’t think the whole issue is simply that there is more email marketing flowing into our mailboxes.
As I’ve been talking with folks, I have started to see a pattern and have some ideas of what may be happening. It seems a lot of the issue revolves around bulk foldering. Getting mail accepted by the MXs seems to be no different than it has been. The change seems to be based on the reputation of the URLs and domains in the email.
Have a domain with a poor reputation? Bulk. Have a URL seen in mail people aren’t interested in? Bulk. Have a URL pointing to a website with problematic content? Bulk.
In the past IPs that were whitelisted or had very good reputations could improve delivery of email with neutral or even borderline poor reputations. It seems that is no longer an effect senders can rely on. It may even be that Yahoo, and other ISPs, are going to start splitting IP reputation from content reputation. IP reputation is critical for getting mail in the door, and without a good IP reputation you’ll see slow delivery. But once the mail has been accepted, there’s a whole other level of filtering, most of it on the content and generally unaffected by the IP reputation.
I don’t think the changes are going to go away any time soon. I think they may be refined, but I do think that reputation on email content (particularly domains and URLs and target IP addresses) is going to play a bigger and bigger role in email delivery.
What, specifically, is going to happen at Yahoo? Only they can tell you and I’m not sure I have enough of a feel for the pattern to speculate about the future. I do think that it’s going to take a few weeks for things to settle down and be consistent enough that we can start to poke the black box and map how it works.

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Bit.ly gets you Blocked

URL shorteners, like bit.ly, moby.to and tinyurl.com, do three things:

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Hunting the Human Representative

Yesterday’s post was inspired by a number of questions I’ve fielded recently from people in the email industry. Some were clients, some were colleagues on mailing lists, but in most cases they’d found a delivery issue that they couldn’t solve and were looking for the elusive Human Representative of an ISP.
There was a time when having a contact inside an ISP was almost required to have good delivery. ISPs didn’t have very transparent systems and SMTP rejection messages weren’t very helpful to a sender. Only a very few ISPs even had postmaster pages, and the information there wasn’t always helpful.
More recently that’s changed. It’s no longer required to have a good relationship at the ISPs to get inbox delivery. I can point to a number of reasons this is the case.
ISPs have figured out that providing postmaster pages and more information in rejection messages lowers the cost of dealing with senders. As the economy has struggled ISPs have had to cut back on staff, much like every other business out there. Supporting senders turned into a money and personnel sink that they just couldn’t afford any longer.
Another big issue is the improvement in filters and processing power. Filters that relied on IP addresses and IP reputation did so for mostly technical reasons. IP addresses are the one thing that spammers couldn’t forge (mostly) and checking them could be done quickly so as not to bottleneck mail delivery. But modern fast processors allow more complex information analysis in short periods of time. Not only does this mean more granular filters, but filters can also be more dynamic. Filters block mail, but also self resolve in some set period of time. People don’t need to babysit the filters because if sender behaviour improves, then the filters automatically notice and fall off.
Then we have authentication and the protocols now being layered on top of that. This is a technology that is benefiting everyone, but has been strongly influenced by the ISPs and employees of the ISPs. This permits ISPs to filter on more than just IP reputation, but to include specific domain reputations as well.
Another factor in the removal of the human is that there are a lot of dishonest people out there. Some of those dishonest people send mail. Some of them even found contacts inside the ISPs. Yes, there are some bad people who lied and cheated their way into filtering exceptions. These people were bad enough and caused enough problems for the ISPs and the ISP employees who were lied to that systems started to have fewer and fewer places a human could override the automatic decisions.
All of this contributes to the fact that the Human Representative is becoming a more and more elusive target. In a way that’s good, though; it levels the playing field and doesn’t give con artists and scammers better access to the inbox than honest people. It means that smaller senders have a chance to get mail to the inbox, and it means that fewer people have to make judgement calls about the filters and what mail is worthy or not. All mail is subject to the same conditions.
The Human Representative is endangered. And I think this is a good thing for email.

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