
How to Automate Your Newsletter
From Paywall Podcast - Subscription strategies for news and magazine publishers by Leaky Paywall
November 25, 2025 · 20 min · Episode 83
About this episode
The episode discusses strategies for automating newsletters to increase paid subscriptions without extra work.
In this episode of the Paywall Podcast powered by Leaky Paywall, Pete and Tyler discuss why increasing your email cadence is the secret to converting more paid subscribers—and how to do it without adding a single minute of extra work. They break down the "Recycle Strategy" for creating automated weekly roundups, show you how to set up hyper-relevant niche newsletters (like specific regional news) that drive massive open rates, and explain why building directly in WordPress is superior to basic RSS feeds. Plus, they cover the latest automation tools that remove login friction and keep your readers happy.
People in this episode
Hosts: Pete, Tyler
Topics covered
- email marketing
- automation
- newsletter strategies
- subscriber conversion
- content recycling
Keywords
- newsletter automation
- email cadence
- Recycle Strategy
- niche newsletters
- open rates
- automation tools
Mentioned in this episode
Organizations: Leaky Paywall, WordPress
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