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The Ongoing Subscription Customer Journey: Optimising for Retention

Updated: Aug 26

TLDR


The subscription journey doesn't end when someone buys. That's only where the real opportunity begins.


We explain why subscription businesses need to think about subscriptions lasting months or years, with dozens of touchpoints, and how every interaction - from billing emails to support conversations - creates opportunities to improve retention, increase satisfaction, or encourage SKU upgrades that non-subscriptions Brands simply don't have.



Full article


The customer journey doesn't end when someone subscribes. That's where the real optimisation opportunity begins.


Many Brands think about customer journeys in terms of weeks: awareness, consideration, purchase, maybe a follow-up email. Subscription businesses need to think about customer journeys that last months or years, with dozens of touchpoints that all affect whether someone stays subscribed and how much they ultimately spend.


This extended journey creates optimisation opportunities that simply don't exist in other Brands. Every interaction, from billing emails to feature announcements to support conversations, is a chance to improve retention, increase satisfaction, or encourage upgrades.


The Journey Extends Far Beyond Purchase

In non-subscriptions ecommerce, the customer might see an ad, visit your website, compare products, purchase, and receive the product. End of story.


Subscription customer journeys include all of that, plus:

  • Account setup

  • Onboarding tutorials

  • First usage experiences

  • Habit formation

  • Feature discovery

  • Billing cycles

  • Usage expansion

  • Plan/SKU upgrades

  • Renewal decisions

  • Support interactions

  • Win-back campaigns (if they cancel.)


Each of these stages presents opportunities to optimise the customer experience and improve business outcomes.


A better onboarding experience might improve retention. Smarter billing communications might reduce churn. Well-timed upgrade prompts might increase revenue per customer.


Finding Hidden Conversion Opportunities

The most valuable conversion opportunities in subscription businesses often happen months after the initial purchase.


Smart subscription Brands will actively look for these upgrade opportunities. They track usage patterns to identify customers who might benefit from premium features. They monitor engagement levels to find the right moments to suggest plan changes. They test different approaches to presenting upgrade options.


For example, a project management software company might notice that customers who create more than 20 projects typically upgrade within three months. They could use this insight to proactively reach out to customers approaching that threshold with relevant upgrade messaging.


Retention as Part of CRO Strategy

In subscription Brands, keeping existing customers is often more valuable than acquiring new ones. This makes customer retention a core part of conversion optimisation strategy, not just a customer service concern.


The best subscription Brands integrate their retention efforts with their Acquisition teams.


They use retention insights to improve acquisition targeting. They optimise onboarding experiences based on what keeps customers engaged long-term. They test communication strategies that prevent churn while encouraging expansion.


This integration requires tracking customer behaviour across extended timeframes and understanding how different touchpoints affect long-term outcomes. It means optimising for customer success, not just customer acquisition.


Optimising Entire Relationships, Not Just Moments

Generally, CRO will focus on optimising specific touchpoints: landing pages, checkout flows, email campaigns.


Subscription CRO requires optimising entire customer relationships over extended periods.

This might mean testing onboarding sequences that take weeks to complete. Or optimising email communication strategies that span months. Or experimenting with feature rollouts that affect customer behaviour over time.


The most successful subscription businesses test combinations of experiences rather than individual elements. They might test how different acquisition channels combined with different onboarding approaches affect long-term retention and expansion revenue.


Practical Framework for Journey Optimisation

Optimising subscription customer journeys requires mapping every touchpoint and understanding how each affects long-term customer value. This includes obvious interactions like product usage and billing, but also less obvious ones like support conversations and promotional emails.


The key is identifying which stages of the journey have the biggest impact on customer lifetime value and focusing optimisation efforts accordingly. This might mean spending less time optimising initial signup forms and more time optimising onboarding experiences or upgrade flows.


Successful subscription businesses also implement feedback loops that connect customer behaviour at different journey stages. They understand how initial acquisition experiences affect long-term engagement, and how engagement patterns predict upgrade and retention likelihood.


This comprehensive approach to journey optimisation represents a fundamental shift from moment-based optimisation to relationship-based optimisation, creating opportunities for sustainable business growth that traditional approaches simply can't match.



Ready to audit your subscription operations? 


Get your FILDI Subscription Performance Audit now, identify exactly what's costing you money and get the roadmap to fix it.



What does a Subscriptions Audit entail? We conduct deep analysis across your subscription data to present a comprehensive performance picture. Our proven methodology examines customer lifetime value, acquisition costs, growth efficiency, and retention patterns.


More importantly, you'll receive specific and actionable recommendations based on our findings. We don't just tell you what's broken, but we’ll also prioritise what to fix now


Our audit delivers immediate value: clear identification of your biggest revenue leaks, specific opportunities for growth and a strategic plan you can implement.


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