What ProsperStack does

ProsperStack is a customer retention software platform built for subscription-based businesses. Founded in 2020 and headquartered in Minneapolis, the company provides a unified retention system composed of four core modules—Cancellation Flows, Conversion Incentives, Winback Campaigns, and Revenue Recovery—plus a free Customer Portal add-on. Its primary users are B2B SaaS and subscription commerce operators seeking to reduce voluntary churn and recover revenue from at-risk or churned subscribers, with secondary segments in e-commerce subscription merchants and digital media publishers. The company claims to have processed over 6 million cancellation sessions and delivered over $60 million in customer revenue saved; named customers include Roll20.

The platform is differentiated by an AI-powered Autopilot Offers module launched in 2025 that continuously tests and optimizes retention incentives, leverages predictive analytics, and uses a recommendation engine to personalize offers based on subscriber attributes, billing data, and behavioral context. ProsperStack deploys through a no-code, self-serve workflow backed by native integrations with major billing and subscription platforms (Stripe, Chargebee, Recurly, Shopify, Recharge, Maxio, Bold, Naviga), CRM and marketing tools (HubSpot, Klaviyo, Salesforce, Segment, Intercom), and video and automation tools. Its go-to-market combines a product-led self-serve motion for smaller subscription businesses with a demo-driven enterprise motion for mid-to-large customers.

Revenue is generated through subscription-based SaaS pricing, though public pricing is not disclosed. ProsperStack has raised approximately $2 million in disclosed funding, with Sandalphon Capital leading a November 2022 seed round, employs 1–10 people, and remains privately held. Its business is GDPR- and CCPA-compliant.

Name

ProsperStack

Website

https://prosperstack.com

Company type

Private

Founded year

2020

Operating status

Operating

Headcount range

1–10 employees

Short description

ProsperStack is a retention and churn-recovery SaaS platform for subscription businesses, offering cancellation flows, winback campaigns, revenue recovery, and AI-driven retention optimization across 25+ billing and CRM integrations.

Ownership category

akta.pro rank

Product category

Subscription Retention Software

NAICS

Software Publishers (513210)

SIC

Services-Prepackaged Software (7372)

akta.pro primary industry

Customer Retention, Win-Back & Churn Reduction Programs (MPAAAIAH)

akta.pro secondary industries

Sales Enablement & Revenue Operations (RevOps) Tools & Services (BPAFAFAJ), App Monetization & Subscription Management Platforms (BPAMADAI)

Keywords

• Subscription retention software
• Cancellation flow management
• Revenue recovery platform
• Customer churn prevention
• Winback campaign automation

Headquarters

HQ city

Minneapolis

HQ country

United States

HQ region

North America

Markets served

GTM type

B2B

Offering type

Software

Cost components

Technology or R&D, Personnel, Marketing or Sales, Operations, Infrastructure

Revenue model

1. SaaS Subscription: Subscription-based SaaS pricing for a retention and recovery platform targeting subscription businesses. Revenue is recurring in nature, with plans likely tiered by usage or customer volume.

Go-to-market motion2 records

Distribution channels2 records

Marketing channels4 records

Core offering

ProsperStack is a hosted SaaS customer retention platform for subscription businesses that delivers embeddable cancellation flows, conversion incentives, automated winback email campaigns, and payment-failure revenue recovery (dunning). It also offers a free self-managed customer billing portal and an AI-powered Autopilot offers module that continuously optimizes retention incentives using predictive analytics and a recommendation engine.

Product overview

ProsperStack is a customer retention and acquisition software platform for subscription businesses, consisting of a unified retention system with four core products—Cancellation Flows, Conversion Incentives, Winback Campaigns, and Revenue Recovery—coordinated from a single platform. The platform also includes a free Customer Portal add-on for self-managed billing and an AI-powered Autopilot Offers module that continuously optimizes retention offers using predictive analytics and recommendation engines. The core products work together as a customer lifecycle retention system, enabling high-volume subscription brands to reduce churn, recover failed payments, convert more users to paid, and re-engage lost customers through coordinated, data-driven interventions.

Differentiator

Problem solved

Functional benefit

Products and services

• Cancellation Flows Embeddable cancellation flows that reduce avoidable churn by delivering personalized retention experiences, strategic offers, and targeted messaging based on subscriber attributes, billing data, and behavioral context. Designed for subscription businesses.
• Conversion Incentives Conversion optimization tools that tap into the acquisition funnel with tailored offers, popups, and banners that convert users to paid subscribers through personalized incentives and segmentation. For subscription businesses seeking to convert free or trial users.
• Winback Campaigns Automated email sequence campaigns that drive customer re-engagement, using personalization to target lost customers based on demographics, MRR, LTV, churn reason, and likelihood to return. For subscription businesses seeking to re-engage churned customers.
• Revenue Recovery Payment failure resolution through targeted dunning offers and customizable messaging that incentivize customers to update payment methods and remain subscribers. For subscription businesses experiencing involuntary churn from failed payments.
• Customer Portal Self-managed customer billing portal provided free, allowing subscribers to update payment methods, manage subscriptions, and resolve payment issues via frictionless payment update links. For subscription businesses seeking to reduce support overhead.
• Autopilot Offers AI-powered retention optimization module that continuously tests incentives and experiences, measures retained revenue, and automatically improves outcomes over time using predictive analytics and a recommendation engine. For subscription businesses seeking automated, AI-driven retention offer optimization.

Quantifiable outcome

• Over $60 million in customer revenue saved through cancellation recovery and retention optimization
• +1 more outcomes

Named customers1 record

Segments3 records

Ideal customer profiles2 records

Technology focussed Yes

API detail

Has API

Yes

API docs

API detail

Core technology

AI maturity

App detail

Integration29 records

AI capability5 records

Feature1 record

Partnerships

Eight partnerships are on record, tiered core.

• StripecoreTechnology or IntegrationStripe Partner. Native billing integration enabling ProsperStack to deploy cancellation flows and retention offers within Stripe-based subscription checkout and billing flows.
• ChargebeecoreTechnology or IntegrationNative integration with Chargebee subscription billing platform enabling automated retention workflows and cancellation recovery within Chargebee-managed subscriptions.
• RecurlycoreTechnology or IntegrationIntegration with Recurly subscription management platform for deploying intelligent cancellation flows and revenue recovery within Recurly-based subscription billing.
• BoldcoreTechnology or IntegrationIntegration partner enabling ProsperStack cancellation and retention flows within Bold's subscription and commerce platform.
• ShopifycoreTechnology or IntegrationIntegration with Shopify for subscription commerce merchants using Shopify's billing infrastructure, enabling retention flows on Shopify-based subscription purchases.
• RechargecoreTechnology or IntegrationNative integration with Recharge subscription commerce platform, enabling ProsperStack to manage cancellations and retention offers for Recharge-based subscription merchants.
• MaxiocoreTechnology or IntegrationIntegration with Maxio (formerly SaaSOptics) for subscription analytics and billing management, enabling retention workflows within Maxio-managed subscription businesses.
• NavigacoreTechnology or IntegrationIntegration with Naviga subscription management platform, enabling ProsperStack retention and cancellation recovery capabilities for Naviga customers.

Scale indicators2 records

Recent moves5 records

Expansion highlights6 records

Direct peers

• Vitally: Vitally is a customer success platform for SaaS subscription businesses with health scoring, workflows, and retention analytics, serving a similar mid-market segment to ProsperStack.
• Appcues: Appcues provides product-led growth and user engagement tooling (onboarding, retention flows, in-app messaging) for subscription SaaS, addressing adjacent retention and conversion use cases.
• Planhat: Planhat provides customer success software with churn reduction, health scoring, and renewal management for subscription businesses, competing in the same retention tooling category.
• ChurnZero: ChurnZero is a direct competitor offering customer success software with AI-driven churn prediction, in-app communication, and renewal workflows for subscription businesses—closely overlapping with ProsperStack's cancellation and retention focus.
• CustomerSuccess (ClientSuccess): ClientSuccess is a customer success management platform for B2B SaaS that focuses on churn reduction, health scoring, and renewal workflows, overlapping with ProsperStack's retention use cases.

Broad incumbents

• Gainsight: Gainsight is the broad incumbent in customer success and retention software for enterprise SaaS, offering churn prevention, renewals, and customer journey orchestration at significantly larger scale.
• Recurly: Recurly is a subscription billing and management platform that has expanded into churn mitigation and retention analytics, making it both a partner and adjacent competitor to ProsperStack.
• Chargebee: Chargebee is a subscription billing platform with revenue recovery and retention features, positioning it as both a deep integration partner and a potential competitor to ProsperStack's revenue recovery flows.
• Totango: Totango is an enterprise customer success platform with churn prevention, segmentation, and success plays for subscription businesses, serving as a broader incumbent alternative.

Emerging players

• Staircase AI: Staircase AI is an emerging AI-native customer success platform that automatically detects churn risk and expansion signals, directly competing with ProsperStack's AI Autopilot positioning.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat4 records

Key risks5 records

Key highlights7 records

Customer concentration

• Xx.com/prosperstack
• LinkedInlinkedin.com/company/prosperstack

Compliance2 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles1 record

Funding overview

Funding rounds3 records

Investors5 records

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about ProsperStack