LIVE CUSTOMER SUCCESS WEBINAR

The Customer Success Guide to Upselling

How to uncover new revenue during routine check-ins without feeling like a pushy vendor.
Date: Wednesday, March 25  |  Time: 1:00 PM ET  |  Cost: Free

Your role is expanding. But you shouldn't have to become a pushy vendor.

If you’re in edtech Customer Success right now, you know the reality on the ground. Institutions are facing budget cuts. Companies are scrambling to hit revenue targets. And increasingly, leadership is looking at you to bridge the gap. You are being asked to cross-sell, upsell, and drive revenue—skills that likely fall completely outside of what you were hired to do.

You shouldn't have to navigate this transition by trial and error.

This training removes the pressure of the hard sell. It focuses on discovery. It is about proving you can uncover new opportunities—not with "20 questions" but by leveraging your talent as a credible problem-solver. In this session, I am going to teach you how to pivot your existing meetings, protect your trusted advisor status, and turn your routine check-ins into natural revenue drivers.

Key frameworks and takeaways

This is the exact methodology I use to train the top 20% of revenue generators in edtech. You will learn:

The QBR Pivot

How to seamlessly transition from a standard check-in or Quarterly Business Review into a strategic discovery conversation without making it feel forced.

A Research & Advisory Mindset

How to protect your status as a genuine partner and advocate for the institution while actively identifying and qualifying new revenue opportunities.

Managing the Fiscal Reality

Specific techniques for handling the immediate objection of "we have no budget," and how to reframe your upsell as the solution to their most pressing education challenges.

Graceful Handoffs

The exact framework for smoothly handing off the opportunity to an AE, or closing it yourself, without ever resorting to a hard sell or awkward closing tactic.

This training is for...

Customer Success Managers:

Who are suddenly expected to hit revenue targets but don't want to compromise their customer relationships.

Account Managers:

Who need a structured way to uncover new funding pockets and expanding needs during routine QBRs.

Enablement Leaders:

Who are overwhelmed and need a proven, actionable framework to support their top-performing post-sale teams.

Feedback from industry leaders

"Matt connected with each role in our company and showed us how to rethink our approach to pre/post-sales. I'm thankful for the ample practice and role-playing we did because it prepared me for the different avenues my conversations with customers could take."

Natalie Kass Customer Success Manager, Pikmykid

"Our sales team has learned a great deal about how to frame conversations that lead to presentations, asking questions that promote customer interaction and learning pain points... We know that Matt's insight to our market, his approach to reaching customers will allow us to become better sales reps."

Lara McLellan VP Marketing, Paradigm Education

"His sales coaching is top-notch, focusing on effective listening skills during the sales process and guiding this process along through effective consultative selling."

Paul McDevitt Account Executive, FEV Tutor

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About your trainer

As a leading sales trainer for the education technology industry, Matt Gambino partners with edtech sales and marketing leaders to build high-performing teams and scalable sales processes. Rooted in decades of direct experience, his strategies help organizations from startups to market leaders shorten sales cycles and drive revenue. Matt's practical, no-nonsense workshops provide the specific frameworks and language your team needs to win in today's complex edtech market.

Stop feeling like a vendor. Start driving revenue naturally.

Join me live on March 25th to learn the discovery framework top CS performers use to succeed.