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  • About Matt
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The Customer Success Guide to Upselling

Matt Gambino March 26, 2026

In this free on-demand session, I teach you how to protect your trusted advisor status and seamlessly turn routine client check-ins into institutional expansion opportunities.

Account ManagementB2B SalesBudget ConversationCSMDiscoveryEdtech SalesLand and ExpandObjection HandlingSales FrameworkSales MindsetSales StrategyValue Selling

Beyond Button Pushing

Matt Gambino September 20, 2023

Your CSMs are sitting on a goldmine of expansion revenue, but most are stuck in a reactive loop of “button pushing” and support tickets. This session is for CS leaders looking to evolve their teams. I’ll show you how to shift your CSMs from reactive support to proactive partners who can identify—and close—new opportunities within your customer base.

Account ManagementCSMCustomer SuccessEdtech AdoptionLand and ExpandProactive SupportRenewalsSales ProcessSales StrategyValue Selling

My mission is to elevate strategic communication across the edtech industry, empowering teams to build authentic institutional partnerships with integrity and impact. Alongside this work, I provide a dedicated haven for educators navigating their own career transitions.

For Edtech Leaders

  • Sales Solutions Overview
  • Leadership Coaching
  • Team Workshops
  • Enablement Audit
  • Client Case Studies
  • Webinar Training Library

For Teachers

  • Free Workshop
  • Online Course
  • Podcast

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