Introduction
Timing makes expansion offers feel helpful or pushy. Offering upgrades during onboarding feels aggressive. Suggesting expansion when customers hit usage limits feels natural. The best expansion timing aligns with customer milestones renewal periods, hitting tier limits, team growth, new budget cycles. These moments create natural buying windows where customers are already evaluating needs. This chapter shows you how to identify expansion triggers, automate alerts when customers hit thresholds, and time offers to moments when saying yes is easy because the need is obvious.
