When is the right time to introduce an upsell? Too early, and you risk damaging trust; too late, and you miss valuable growth opportunities. This session explores the data, behavioral signals, and customer success metrics that reveal the optimal moment to expand an account. Attendees will learn how to identify readiness indicators, align upsell conversations with customer outcomes, and use adoption, engagement, and value realization insights to drive expansion naturally. Walk away with a practical framework for turning customer success milestones into growth opportunities that benefit both customers and the business.