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Word to the Wise
We make email better.
We make email better.
Word to the Wise helps email marketers create more effective email messages, programs and infrastructures. We advise you how to skilfully navigate the constant business, technology, and policy challenges so your messages reach your customers.
We can help you with your email strategy, deliverability challenges and many other email issues.
What others say
Recent Articles
Not Business as Usual
- laura
- Jan 26, 2026
I don’t know what to say about what’s happening in the US, but I know I can’t stay silent, either. I don’t have anything inspiring to say here. I just cannot keep silent and pretend it’s all business as usual. I’m saddened, I’m horrified, I’m sick about what the government of the US is doing to citizens and non-citizens alike.
Read MoreDon't send customer-generated content
- steve
- Jan 19, 2026
I just got this email:

SPF is valid. It passes DKIM for zoom.us.
Read MoreIPv4 and IPv6
- steve
- Dec 16, 2025

There are two Internets
There are two separate Internets, the Old Internet and the New Internet. They might travel over the same ethernet cables or wifi, but they’re quite separate and rarely directly interact with each other.
Read MoreLet's Talk Reengagement
- laura
- Dec 5, 2025
I appear to have written a lot about about re-engagement on the Email Geeks slack channel the last few days. The problem with slack is it’s not great at archiving or keeping information in an accessible, searchable manner. So, I’ve pulled together the answers, rearranged it, made it slightly more coherent and a little less stream of consciousness, so I can reference this when the topic comes up again.
Read MoreFolding email headers
- steve
- Nov 21, 2025
Why are my DKIM signatures failing at Microsoft?
There are several reasons why your DKIM signatures might be failing at Microsoft, but perhaps not at other major providers. Many of them are triggered by sending mail that’s “badly structured” in some way. This is one of them.
Read MoreUndisclosed Recipients
- steve
- Nov 14, 2025
To: Undisclosed recipients:;
Very occasionally you’ll see something in the To: header of an email that isn’t the email addresses you expect, instead it’s the string Undisclosed recipients:;. What does that mean?








