Marketing School - Digital Marketing and Online Marketing Tips

This AI Finds Peoples Calendly And Books Sales Demos

11 snips
Feb 3, 2026
They explore AI agents that find Calendly links and auto-book sales demos. They discuss how AI outreach saturation makes standing out harder. They cover hiring high-agency talent and closing the founder gap. They argue one-to-one relationships still win in enterprise deals. They finish with practical pricing tactics like low-entry offers, regional pricing, reverse trials, anchoring, and charging for time saved.
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ANECDOTE

CloudBot Booked 27 Demos

  • Eric's CloudBot booked 27 demos in one hour by finding public calendar links and scheduling directly.
  • Neil reacted that this shows AI agents can massively scale outreach when they find calendar links.
INSIGHT

AI Outreach Floods Enterprise Inboxes

  • Eric notes enterprise buyers are getting far more AI-driven outreach, making it much harder to stand out.
  • The increased volume from AI outreach reduces effectiveness of traditional outreach tactics.
ADVICE

Hire For High Agency And AI Fluency

  • Be strict about hiring people with high agency who experiment with AI rather than just asking for headcount.
  • Ask candidates how they've used AI and what guardrails they'd build before approving new roles.
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