Because AI products improve so rapidly, it's crucial to proactively bring lapsed users back. A user who tried the product a year ago has no idea how much better it is today. Marketing pushes around major version launches (e.g., v3.0) can create a step-change in weekly active users.

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Duolingo's most powerful re-engagement notification is one sent after five days of inactivity stating, "these reminders don't seem to be working. We're going to stop sending them." This passive-aggressive message makes users feel the app is "giving up on them," which is surprisingly effective at getting them to return.

A dual-track launch strategy is most effective. Ship small, useful improvements on a weekly cadence to demonstrate momentum and reliability. For major, innovative features that represent a step-change, consolidate them into a single, high-impact 'noisy' launch to capture maximum attention.

The current AI hype cycle can create misleading top-of-funnel metrics. The only companies that will survive are those demonstrating strong, above-benchmark user and revenue retention. It has become the ultimate litmus test for whether a product provides real, lasting value beyond the initial curiosity.

Unlike traditional software where PMF is a stable milestone, in the rapidly evolving AI space, it's a "treadmill." Customer expectations and technological capabilities shift weekly, forcing even nine-figure revenue companies to constantly re-validate and recapture their market fit to survive.

After reaching scale, a product's dormant user base is a massive growth opportunity. Activating these users requires designing specific return experiences, like Duolingo’s proficiency tests, which can be a bigger lever than new user acquisition.

Figma learned that removing issues preventing users from adopting the product was as important as adding new features. They systematically tackled these blockers—often table stakes features—and saw a direct, measurable improvement in retention and activation after fixing each one.

Consumer tech is in a cyclical upswing driven by AI. Unlike the previous era dominated by paid acquisition, today's founders can win through product ambition alone. Massive organic consumer interest in AI means if you're not getting distribution, the problem is your product, not your marketing budget.

In AI-native companies that ship daily, traditional marketing processes requiring weeks of lead time for releases are obsolete. Marketing teams can no longer be a gatekeeper saying "we're not ready." They must reinvent their workflows to support, not hinder, the relentless pace of development, or risk slowing the entire company down.

Successful AI products follow a three-stage evolution. Version 1.0 attracts 'AI tourists' who play with the tool. Version 2.0 serves early adopters who provide crucial feedback. Only version 3.0 is ready to target the mass market, which hates change and requires a truly polished, valuable product.

Don't wait for the perfect AI marketing platform. Repurpose existing AI sales tools for marketing automation. Their sequence and re-engagement capabilities can be hacked to run hyper-personalized drip campaigns, bridging the current technology gap.

AI Startups Must Constantly Re-engage Users Around Major Product Updates | RiffOn