Find every “check back in June” in your inbox
Search your inbox and CRM for the dates buyers gave you, and write to the ones that have passed before someone else does.
By Angelo Natale1 hourOnce, then every quarter
What it does
“Not now, check back after the holidays.” “Reach out in Q3.” Buyers hand you the exact date they’ll be ready, and most of those dates pass with no email. It’s the warmest follow-up you can send: they asked for it, and you’re the one who remembered.
What you need
- Your inbox
- Your CRM notes
- Claude or ChatGPT, to pull the dates out of the threads
How it works
Search your inbox for the phrases
Gmail search: paste into the search bar("check back" OR "reach back" OR "reach out in" OR "circle back" OR "touch base" OR "next quarter" OR "after the holidays" OR "early next year" OR "in the new year") newer_than:2yRun the same words through your CRM notes too. Most CRMs let you search notes.
Pull out who and when
Prompt for Claude or ChatGPT, with the threads pasted inBelow are email threads with prospects. For each thread, find any time the prospect told us when to get back in touch. For each one, give me: - the person and the company - the exact sentence, quoted - the date it was sent - the date or period they gave, as a real date (for "Q3", the first day of the quarter; for "after the holidays", the first working day of January) - whether anyone wrote to them after that date Only list real requests from the prospect. Skip our own "I'll follow up" lines.
Sort by date
Dates that have passed with no email go to the top. Dates still to come get a dated task in your CRM or calendar, with the note written now, while you still remember the context.
Write to the ones that have passed
Email: reply in the old threadSubject: Re: [THE OLD THREAD'S SUBJECT] Hi [FIRST NAME], In [MONTH] you asked me to check back in [WHEN THEY SAID]. [ONE LINE ON WHAT'S CHANGED ON YOUR SIDE, IF ANYTHING HAS.] Has anything changed on your end, and is it worth a quick call? [YOUR NAME]
Reply in the old thread, so they see the history. If you’re late, say so. “I’m four months late” reads better than pretending you aren’t.
Stop it happening again
From now on, every “check back in...” gets a dated task the day you read it.
What good looks like
Every date a buyer gave you is either in your calendar or has had an email.
An example, not a client story. The search turns up 14 threads. Five dates have passed with nothing sent, three are still to come, and six were really a polite no. The five get a note that afternoon, and the three get a dated task with the note already written.
Mistakes to skip
- Writing “just checking in”. Name the date they gave you. It’s the whole reason the note works.
- Starting a new thread. The old one carries the context and shows you were listening.
- Treating every “not now” as a date. “Maybe next year” with no reason is often a polite no.
More playbooks
- HubSpotAtAttioClaude+1
Reopen lost deals whose reason has changed
Sort your closed-lost deals by why you really lost them, check which reasons no longer hold, and write to those buyers first.Angelo Natale1.5 hours - Google CalendarGmailHubSpot+1
Find the meetings that never got a follow-up
Check every outside meeting from the last 90 days against your inbox and CRM, and follow up on each buyer meeting that never got a next step.Angelo Natale1 hour - HubSpotAtAttioGmail+1
Log the real reason on every lost deal
Use a short fixed list of loss reasons, ask the buyer when you can, and count them every quarter to see what to fix first.Angelo Natale30 min