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You Can’t Sell to SMBs and Enterprise the Same Way” — Andrew’s Scalable Sales Advice for Hey Libby AI
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In this episode, Andrew Lee Miller shares a critical post-funding sales strategy with Tony Small, CEO of Hey Libby, that could dramatically accelerate their growth — segmentation by customer size.
“You’ve got to separate your prospects into two buckets — big multi-location chains and solo operators — because the messaging, outreach, and sales motion should be completely different.”
Andrew explains how trying to sell to gyms, spas, and wellness centers all with one strategy can stall momentum. Instead, he suggests a two-pronged outreach engine:
✅ For SMBs: Go direct with high-volume cold outreach — short emails, strong social proof, and a “click here to try it now” CTA.
✅ For Larger Chains: Target decision-makers with personalized outreach, consultative sales, and ROI-driven case studies. Use warm intros and partner channels wherever possible.
“Small businesses want instant solutions. Enterprises want risk mitigation. Speak their language — and your close rate skyrockets.”
🔥 If you’re post-funding and looking to scale sales without burning your runway, this is one clip you need to hear.
🎧 Listen to the full episode: Funded, Now What?! — Episode 27 with Tony Small of Hey Libby
🔗 Hey Libby on LinkedIn
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