I get too many newsletters, to read every week and yet some of them contain nuggets. Sometimes I want to read them in the next week and sometimes I want to be able to find again later.
My goal is to summarize each newsletter with GenAI and turn it into a digest, links to each newsletter and bullet points outlining the content. (No turgid AI generated prose).
(My email is handled by Gmail, however I’m in the process of looking for a replacement, so I don’t to link back to Gmail).
Goal
- Once a week, produce a digest of the newsletters I’ve received that week.
Current Manual Workflow:
- file newsletters into a Gmail folder /WeeklyNewsletters
Once a week:
- In AppleMail and drag the newsletters into DEVONthink
- In DEVONthink - Select all the newsletters and use an AI to summarize (currently using Gemini 2.5 Pro - it has a large context window and does a good enough job of summarizing the content)
- Copy and paste the summaries into Markdown document in Obsidian
Ideally, I would like to automate all of this.
Desired Automations
- AppleMail → DEVONthink - AppleMail’s rules only work if the is still in the inbox. Hpw can I automate moving newsletters from /WeeklyNewsletters to DEVONthink?
- DEVONthink Summarisation - SmartRules can be triggered once a week. I can’t figure out how to get smart to scan all of the newsletters at the same time and send the output to a Markdown file.
- DEVONthink → Obsidian - Export the generated Markdown to file in Obsidian.
I’m not even sure the right place to ask some of these questions 
FWIW my current prompt:
Each of the following items as an email newsletter. I would like you to a short markdown summary of each item, linking to the original article in DEVONthink. The link should start with who the newsletter is from; then the subject line.
For each email writing at least one to thee bullet points for each major header.
Use bullet points for each major point in the email. Prefer brevity.