# Stay AI

> Stay AI is a Shopify-native subscription and retention platform that helps direct-to-consumer brands turn subscriptions into a growth channel rather than a simple billing tool. Founded in 2021 by ecommerce operators Gina Perrelli, Pierson Krass, and Taylor Cawiezell, the platform pairs a no-code, marketer-friendly customer portal with AI-driven churn prediction, smart dunning, cancellation surveys, and A/B testing. More than 500 brands - including OLIPOP, Magic Spoon, Momofuku, Lemme, and ARMRA - use Stay AI to reduce churn, lift recurring revenue, and increase customer lifetime value.

- **Founded:** 2021
- **Headquarters:** New York, United States
- **Founders:** Gina Perrelli (Co-Founder & CEO), Pierson Krass (Co-Founder & President), Taylor Cawiezell (Co-Founder, Innovation)
- **Team size:** ~80 employees
- **Products:** Stay AI Subscription Platform, RetentionEngine, ExperienceEngine, WinbackEngine, AI Optimization Suite
- **Notable:** Grew to 300+ merchants in its first year and 500+ merchants by 2025., Raised $15.1M in total funding to build a next-generation subscription and loyalty platform., Reports saving merchants over $150M in lost subscription revenue in a single 12-month period.

## Products & services

- **Stay AI Subscription Platform** — All-in-one Shopify subscription management with a drag-and-drop, no-code customer portal, subscriber acquisition tools, and analytics dashboards.
- **RetentionEngine** — Machine-learning churn tool that predicts cancellation risk, powers dynamic cancellation surveys, and intervenes with targeted offers before a subscriber leaves. Originated with the 2022 acquisition of Bellwethr.
- **ExperienceEngine** — Journey-based promotion builder that lets retention and marketing teams create personalized subscriber offers, gifts, and upsells without developer time.
- **WinbackEngine** — Re-acquisition tool that automatically runs win-back campaigns to re-engage churned or paused subscribers.
- **AI Optimization Suite** — Predictive churn forecasting, smart dunning, self-optimizing surveys, and automated A/B testing across subscription touchpoints.

## Achievements

- Grew to 300+ merchants in its first year and 500+ merchants by 2025.
- Raised $15.1M in total funding to build a next-generation subscription and loyalty platform.
- Reports saving merchants over $150M in lost subscription revenue in a single 12-month period.
- Helped OLIPOP drive a 35% lift in subscriber revenue within 90 days of switching.
- Acquired Bellwethr (2022) to build its RetentionEngine churn-prediction product.

## Latest updates

- **2023-07** — Announced $15.1M in total funding, with an $8.6M Series A led by Telescope Partners.
- **2024-01** — Founders outlined a 2024 roadmap expanding machine learning and AI personalization across every customer touchpoint.
- **2024-07** — Shipped WinbackEngine and additional AI-driven retention features in mid-2024 product releases.
- **2025-03** — Gina Perrelli featured as a speaker at Shoptalk 2025; company reported 500+ merchants migrated to the platform.

## Links

- Website: https://stay.ai
- LinkedIn: https://www.linkedin.com/company/stayai/
- Twitter/X: https://twitter.com/GetStayAi
- Instagram: https://www.instagram.com/getstayai/

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Profile page: https://yespress.io/stay-ai
Published by YesPress — https://yespress.io
Last updated: 2026-07-18