What are some creative in-product upsell triggers that worked for your PLG product? For example, making certain features (like advanced reporting or team permissions) only available on paid plans, and did those actually drive upgrades?

Below is a concise answer drawing on the principles and examples from our SaaS pricing book, Price to Scale:

• In our experience, using in-product upsell triggers—such as gating advanced reporting or team permissions behind paid tiers—can be an effective way to drive upgrades when done correctly. These features are not arbitrarily locked; instead, they are positioned as premium capabilities that align with a customer’s growing needs. When users experience friction or limits in the free version (for example, lacking detailed reporting or advanced collaboration features), it naturally nudges them toward the value proposition of a paid plan.

• Our book explains that upsells often occur as a natural consequence of increased usage and business evolution. (See our discussion on upsell processes around page 175.) Customers start by using the basic features and then encounter growing organizational or operational needs that only premium features can address. This deliberate design is a powerful trigger because it’s based on real pain points rather than arbitrary restrictions.

• Creative triggers also include offering time-limited trials of premium features or contextual prompts that show the additional business insights available if the upgrade is made. For instance, once a user hits certain usage thresholds, a notification might detail how upgrading unlocks enhanced reporting dashboards or team-level controls—capabilities that can lead to better decision making. Such triggers are more effective when accompanied by in-app guidance that illustrates potential ROI.

• The book further advises that while in-product triggers like these are valuable, it’s important to continually validate that they deliver clear business benefits. Overloading customers with upsell prompts or upselling features that don’t have a visibly positive impact can backfire by causing frustration or churn.

In summary, creative in-product upsell triggers—such as limiting access to advanced reporting or team permissions—are effective when they are clearly tied to users’ evolving needs and business outcomes. Our approach in Price to Scale emphasizes a thoughtful design that uses these triggers to bridge the gap from free to paid, ensuring that upgrades are both natural and value-driven.

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