Example A — Cybersecurity SaaS Day 1 · Subject: one click from breach Hi [Name], at most mid-market firms a single employee clicking a phishing link is all it takes — and annual training does little to change that. We help IT teams cut phishing click-rates by running realistic monthly simulations that actually stick, without adding to your workload. Worth a 20-minute look at how teams like yours dropped click-rates by half? Happy to share a sample report either way. — [Your name] Angle: leads with the breach risk the IT director loses sleep over. Day 3 · Subject: why training fails Hi [Name], quick follow-up. The reason most security training doesn't reduce risk: it's once a year, generic, and forgotten by week two. The teams that move the needle test continuously and tailor scenarios to the real attacks their staff would see. I put together a one-page breakdown of what high-performing programs do differently — want me to send it over? — [Your name] Angle: gives value before asking, building authority. Day 7 · Subject: 47% in 90 days Hi [Name], thought this might be relevant: a 600-person logistics company we work with cut their phishing click-rate from 18% to under 10% in 90 days, just by switching from annual training to monthly simulations. Their IT lead said the biggest win was the time it saved. Open to seeing whether the same approach fits your team? — [Your name] Angle: concrete, quantified proof from a comparable company. Day 12 · Subject: your auditors will ask Hi [Name], one more angle: if you're up for SOC 2 or cyber-insurance renewal, ongoing security-awareness testing is increasingly something auditors and insurers expect documented. We generate that reporting automatically. If compliance is on your radar this year, it's worth a quick look — want the sample audit report? — [Your name] Angle: reframes around a different buying trigger (compliance). Day 18 · Subject: closing the loop Hi [Name], I don't want to keep cluttering your inbox, so I'll leave it here. If reducing phishing risk moves up your priority list, just reply and I'll send a demo link — no pressure. Wishing your team a quiet quarter on the security front. — [Your name] Angle: polite break-up that lowers pressure and often prompts replies.