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Upsell Strategy Playbook
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Private: Stay AI (Copy)

Beyond the First Order

A practical guide to driving more customer lifetime value with subscriptions & cross-sells

Stay Ai x Rebuy Playbook

Most brands chase retention with scattered tactics.

This playbook shows how subscription and cross-sell work together to create one seamless, compounding customer journey

By the teams who have partnered with brands like:

Here's a Sneak Peek!

What You'll Learn:

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    Discover:

    How to connect subscription + cross-sell into one LTV flywheel
    Turn two separate tactics into a single engine for compounding growth.

     

    The 5 components of lifecycle positioning
    Align timing, offer, positioning, product, and channel to create a lifecycle that lasts.

What You'll Learn:

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    Discover:

    Crawl → Walk → Run roadmap for scalable retention
    Follow a clear, stage-by-stage framework to build, optimize, and scale.

     

    Real examples from Stay AI + Rebuy
    See how top DTC brands integrate both to drive predictable LTV.

     

    Actionable plays you can launch right away
    Activate plays built to drive impact from day one.

Table of Contents:

1

The LTV Flywheel

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2

The 5 Components of Lifecycle Positioning

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3

Crawl → Walk → Run Framework

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4

Real Brand Examples

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5

Actionable Plays You Can Launch Now

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Longplay Academy Playbooks
loved by 2000+ marketing teams, executives & founders from companies like:

About Us:

Longplay
Retention Marketing Agency

Longplay helps ecommerce brands build lifecycle systems that drive profitable LTV growth—from email and SMS to segmentation & lifecycle journeys. We help businesses go from reactive to strategic so growth isn’t just bigger; it’s scalable, sustainable & profitable.

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Stay AI x Rebuy
Scaling Smart

Subscription Retention & Personalization Platform
Stay AI helps Shopify brands turn subscriptions into their strongest growth channel. Built for retention and revenue, it combines smart automation, predictive insights, and customer experience tools that reduce churn and drive lasting loyalty. Rebuy complements this by powering personalized, AI-driven recommendations that boost conversion, AOV, and lifetime value. Together, they help DTC brands unify subscription and cross-sell into a seamless, data-driven journey that drives long-term retention.

Learn More