Make the first message easier to send — and easier to answer.
Reaching out to someone you don’t know can make even a simple message feel awkward. Tell us who you’re contacting, why you’re reaching out, and what you know about them. Cold Open Craft gives you three ready-to-send ways to begin — each opening differently and asking for something different — plus a follow-up for when nobody replies.
Real output from an actual run on the details below — one of three openers it wrote, nothing reworded.
The details
To: A senior engineering manager at Stripe whose Substack on on-call rotations I follow. Why: Open conversation about a Staff Engineer role she posted about last week. What I know: She wrote a thoughtful piece on reducing pager fatigue. Worked at Square before Stripe. Comments occasionally on Twitter about backend reliability — friendly tone. My background: 8 years backend at fintech startups (Plaid, Brex), currently tech-leading a 6-person team. Shipped a real-time risk system handling 50M events/day. By email.
Real run, 2026-10-08 — one of the tool's own built-in examples.
Staff Engineer role — reaching out from Plaid/Brex background
Hi [Name], I follow your Substack — your piece on reducing pager fatigue was thoughtful. I noticed you posted a Staff Engineer role last week. I've spent eight years on backend systems at Plaid and Brex, and I'm currently tech-leading a six-person team. I shipped a real-time risk system handling 50M events per day. If you have a few minutes to talk, I'd welcome it. [Your name]
Hi [Name], Just bumping this up in case it got buried. Still interested in the Staff Engineer role if you have a moment to connect. [Your name] — Give the first message some room before following up, and adjust if the role has a posted deadline.
Keep it short, say why you're writing to this person specifically, state the ask in the first lines, and give one or two concrete facts about you that make the ask worth their time. End with an easy question they can say yes to.
Yes, if it's genuine and specific — one line about something they wrote or did. Generic flattery ('love your work') reads as a template.
After about a week, once, briefly. If a role or event has a deadline, follow up before it.
No. The openers use only the background you give it, so every claim in the message is one you can stand behind.