20 email prompts that get answered, not archived

Most emails get skimmed because the ask is buried under the context. These prompts put the ask first, cut what the reader does not need, and check the tone before you hit send.

Swap anything in [brackets] for your draft, thread or ask.

01. Rewrite a long email so the ask comes first

Any email longer than a phone screen.

Rewrite this email so the reader knows what I need from them in the first two sentences.

Keep every fact and date. Move background to the end or cut it. If there is more than one ask, number them. Keep my tone.

Then tell me in one line what the reader will most likely do after reading it.

[paste your draft]

02. Reply to a long thread without missing a question

A thread with ten messages and three people waiting on you.

Here is an email thread:

[paste the thread]

First, list every question or request aimed at me, with who asked it. Then draft one reply that answers each of them in order, short, in my voice.

Where I need to decide something, write [DECIDE: the options] instead of choosing for me.

03. Write the follow up that does not sound annoyed

No reply after a week and you still need one.

I emailed [who] on [date] about [what] and got no reply. Here is the original:

[paste it]

Write a follow up under 60 words. Restate the ask in one sentence, make it easy to answer (a yes or no, or one option to pick), and give a new date. No "just checking in", no guilt.

Give me a second version for if this one also gets no reply.

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  1. Triage a pile of emails into what needs you today
  2. Check the tone before you send something tense
  3. Turn meeting notes into decisions and owners
  4. Write the recap email after a meeting
  5. Plan your week around the three things that matter
  6. Decline a meeting and offer something better
  7. Hand off a task so it comes back right
  8. Write a status update your manager reads in ten seconds
  9. Deliver bad news by email without burying it
  10. Write a double opt in introduction
  11. Write subject lines that say what is inside
  12. Turn emails you keep rewriting into templates
  13. Audit your calendar for meetings to cut
  14. Chase an unpaid invoice firmly and politely
  15. Write an out of office that actually helps
  16. Ask for something big in writing
  17. Have a second model proofread the first one's email