June 8, 2026
My Email Strategy
A Ditcherville member asked:
“Is the point of your daily emails to give readers a taste of what it would be like to work with you?”
My answer was, “Nah, that’s not how I think about it.”
The only reaction that I am consciously trying to produce in the reader when I write a message is to make them glad they read it.
In other words, I want the reader to feel like it was worth their time to read. To give them a positive ROI on the time they invested.
If I can do that, then it increases the odds that they’ll read the next one (and the next one and the next one...)
This dynamic can lead to lots of beneficial side effects:
- It improves my ability to articulate new ideas
- It crystallizes my thinking
- It solidifies my positioning
- It keeps me top-of-mind
- It builds trust
...and, as suggested by the question asker, maybe it even gives people a taste of what it’s like to work with me.
These are all good side effects, but none of them are top-of-mind while I’m writing.
Yours,
—J
P.S. The June cohort of Email365 kicked off today. It’s not too late to join, but it will be soon.
If you’ve been thinking about starting an email list, it might be just what you need to finally get going.
Here’s what one student had to say:
Gotta say, this newsletter magic thing is real.
Writing a little haiku about what I know every day is like adding another building block onto my own mental picture of my area of expertise 365 days a year.
It’s given me a path to prove my worth to potential clients in a way that actually feels great and makes me better at what I do. A huge game changer.
Registration closes at midnight tonight. I hope to see you inside!