Customer Success Talks

How to Write Messages That Get Replies | Jen Allen-Kanuth

Mar 11, 2026
Jen Allen-Kanuth, sales trainer and co-founder of DemandJen with 18 years in frontline selling. She breaks down why intention matters and how the law of least effort shapes email design. Learn quick AI-driven personalization tactics, subject line and preview tricks that win attention, and simple phrasing that invites replies.
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ADVICE

Use AI For Research Not Template Writing

  • Use AI to do fast, targeted research but not to write cold templates.
  • Jen recommends asking ChatGPT who the CEO is and their recent public commentary to infer what the stakeholder cares about now.
ADVICE

Prompt To Translate CEO Goals To Buyer Pain

  • Run prompts that connect company-level goals to the stakeholder's day-to-day challenges.
  • Jen's prompt: check CEO commentary then ask 'what would be hard about being [title] at [company] right now' to generate hypotheses to reference in outreach.
ADVICE

Make Subject Lines Look Internal

  • Make subject lines short, boring, and internal-sounding to pass the buyer's mental spam filter.
  • Jen recommends 1–3 word subjects that look like internal requests (e.g., 'Change forecast') rather than salesy long lines.
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