Recipes: "Why Pay" sequence to get more longtime free readers going paid

Your readers are *thinking* about upgrading. This will get more of them to do it!

Author

Lex Roman
March 27, 2025 • Estimated Reading Time: 3 minutes

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You can only fit so much persuasion in an “upgrade to paid” button.

The reason you put those buttons all over is so readers know they can pay you. But those buttons don’t do much convincing. So where does that happen?

It happens in dedicated appeals! Hey, you’ve been here a while, here’s why you should pay…

Who has the time to do that every week? Not me! Not you! That’s why we’re gonna set up a “Why Pay” automation.

Your early supporters come in hot cause they already know you. Your later adopters need more mindset shifting to go to paid. A Why Pay sequence taps into the different motivators those readers might have through dedicated messages sent back to back.

The best part is that it is AUTOMATED. A Why Pay sequence will back up your other efforts and help ensure that, even when you don’t feel like promoting, you’ve got a little robot running in the background encouraging readers to smash that upgrade.

I wrote you 7 recipes you can use for your Why Pay sequence. You can pick and choose from them and put it together any way you like!

Want to get this into practice right away? Join me for a Why Pay Sprint starting April 1! I’ll send you a prompt every week in April and you can respond to it via email. By the end of the month, you’ll have a Why Pay sequence. No calls. Just a little accountability. Become a Paid Sub Playbook subscriber to participate!

I consider the Why Pay sequence to be a key paid upgrade lever and strongly recommend you try it! It’s hard to screw up and it pays back your time quickly.

Lex Roman

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