⚡Feature Announcements That Drove 100 Upgrades...

3 Ways to Turn Product Updates Into Revenue Spikes

August 26, 2025

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Welcome back to another edition of Bootstrapped Growth. 👋

Most feature announcements get ignored or forgotten. Clever companies use feature launches as conversion events. We cover how to turn feature releases into upgrade campaigns.

Table of Contents

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🚀 3 Feature-To-Revenue Examples

1)  Target Users Who Hit Their Limits

Notion’s (AI workspace platform) database feature announcement generated 2,847 plan upgrades in 48 hours. Instead of broadcasting to everyone, they targeted users with over 10 pages who were reaching their workspace limits. Notion sent emails showing how their new feature solved specific workflow problems with upgrade CTAs embedded naturally.

Takeaway ➡️ Target feature announcements to users experiencing related pain points. Analyze usage patterns to identify who needs each new capability most.

2) Personalise Feature Announcements

Calendly's (appointment scheduling software) team scheduling launch drove an 156% upgrade lift. They focused on users sharing calendar links via email or Slack as this indicated needs for better team coordination.

Calendly sent personalized demos to users who showed team scheduling behaviors along with simple messaging: ‘We noticed you share your calendar with colleagues—here's how our new team features save you 5 hours per week.’

Takeaway ➡️ Use behavioral triggers to personalize feature announcements. Demonstrate to users how new capabilities solve problems they're already experiencing.

3) Match Timing Of Announcements To Customer Seasonality Or Usage

Stripe's advanced fraud detection announcement converted 340 merchants to higher plans when they targeted accounts with recent chargeback activity. By undergoing analysis of user behavior patterns, their timing connected immediate pain with instant solutions. Their announcement highlighted case studies showing similar businesses reducing chargebacks by 67% with the new tools.

Takeaway ➡️ Time feature announcements around relevant customer moments. Pain events create urgency that transforms announcements into must-have solutions.

⭐️ Tips to Make Feature Accouncements Pop

  1. Position features as ‘unlocks’. Borrow from gaming psychology where new features are positioned as ‘rewards’ that are gained by levelling up or upgrading.

  2. Segment feature announcements by use case. Analyze usage data to see which users need the new feature most so that messaging can specifically address pain points.

  3. Frame announcements around business outcomes. Show clear ROI and workflow improvements rather than technical capabilities.

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