Outbound Squad How to Cold Call for Higher Connect Rates, Better Conversations, and Meetings That Actually Show Up
4 snips
Feb 24, 2026 
Jason Bay, CEO of Outbound Squad who trains sales teams on cold-calling frameworks. He breaks down permission-based openers and problem-focused messaging. He explains phone strategy, the reverse pitch, and ways to harvest customer language. He covers coaching rhythms, rep diagnostics, and tactics to boost meeting show rates.
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Open With A Relevant Permission Request
- Use a permission-based opener that quickly adds relevance (what you found) and asks for a minute to explain reason for calling.
- Example: "I was on your site and tried to add to the cart and it didn't work... you got a minute?"
Lead With The Customer Problem Not Your Product
- Flip the pitch: use a reverse pitch that speaks in customer voice about specific problems, not product features.
- Problem-language booked 16% meeting rate vs ~5.5% using product buzzwords (Gong data).
Localize Relevance For SMB Calls
- Use localized or account-specific relevance in the opener when SMB data is limited (e.g., nearby customers, platform usage).
- Example opener: mention a neighboring restaurant or competitor to increase immediate relevance.