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Trigger Mining 101: Finding the 3 Moments Your ICP Always Buys
Hit prospects when the pain is loudest—and watch response rates spike.
Alexander Shartsis
August 15, 2025
⚡️ Quick Skyp Heads‑Up
We have launched a mini video series on how to do cold outbound the right way. Each episode is about a minute long and will guide you on the actions you need to take to launching your first campaign, getting your first reply all the way to closing that sale.
Why Triggers Trump Static Lists
A list without timing is just a phonebook. Triggers add urgency context that turns a cold intro into a “how did you know we need this now?” moment. In our data, emails sent within 7 days of a major trigger see 2.4× the positive‑reply rate versus batch sends.
The Three Universal Triggers
# | Trigger Category | What It Signals | Free Ways to Track |
|---|---|---|---|
1. Money In | Funding rounds, new credit lines, major grants. | Fresh budget, growth mandates, “spend it or lose it.” | Crunchbase alerts • PitchBook emails • PR keyword RSS |
2. Org Up | Hiring sprees, new leadership roles. | Process gaps, tooling needs, cultural resets. | LinkedIn Jobs filters • Indeed RSS • Role change on LinkedIn Navigator |
3. Stack Shift | Tech adoption, contract renewals, sunsetting old tools. | Integration risk, migration pain, budget re‑allocation. | BuiltWith / Wappalyzer change feeds • Chrome WebStore ratings • vendor press releases |
Pick ONE primary trigger aligned to your persona’s pain. For FinOps buyers, “Money In” might trump everything; for HR platforms, “Org Up” is gold.
Micro‑Workflow: 30‑Minute Trigger Miner
List Your ICP keywords. Titles, product names, funding stage.
Set up free alerts. Example: Crunchbase → “Series B” + “Cybersecurity.”
Pull 20 fresh prospects each week. Keep the sample small so you can hand‑craft context lines.
Write the opener in trigger‑first order.
“Congrats on closing your Series B—those AWS bills grow fast. CloudZero helped FinOps leads at Drata shave 18 % in one quarter…”Loop feedback into your dashboard. Track reply % by trigger type to see which signal beats inbox fatigue.
Example Triggers for Three Personas
Persona | Pain‑Aligned Trigger | Context Line Starter |
Growth PM at PLG SaaS | Money In: announced $15 M Series A | “Fresh capital usually means onboarding targets double—your mixpanel charts ready?” |
FinOps Lead at Cloud Startup | Stack Shift: migrated to AWS GovCloud | “GovCloud rates are 20 % higher—tracking variance yet?” |
HR Director (Remote‑First) | Org Up: posted 10 SDR job listings this week | “Hiring 10 reps remotely means onboarding chaos—how are you taming day‑one access?” |
Trigger Mining Checklist (Copy‑Paste Friendly)
Paste this straight into Notion—tick each box as you work.
Step | What to Do | Done |
1 | Pick ONE trigger that maps directly to your persona’s core pain. | ☐ |
2 | Create at least one free alert (Crunchbase, LinkedIn Jobs, BuiltWith, etc.) to capture that trigger. | ☐ |
3 | Pull 20 leads that hit the trigger in the last 7 days. | ☐ |
4 | Write a 2‑sentence opener referencing the trigger + pain. | ☐ |
5 | Send via Skyp before the signal goes stale and track replies. | ☐ |
Next Steps:
You’ve figured your one ICP and have uncovered triggers for them, now what?
Here’s where Skyp comes in. You can now setup a campaign in under 10 mins with just your existing Gmail account.
The best part? Skyp will generate unique messages for each lead in just a few seconds while giving you full flexibility to change the tone, length and style of the messages.