--- title: 'Director of Marketing at Stay AI' canonical: 'https://feeny.ai/job/director-of-marketing-stay-ai-united-states-p0mmq3k2e6zq' type: 'job' last_seen: '2026-11-01' --- # Director of Marketing at Stay AI - **Company:** Stay AI - **Location:** United States - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-10-26 - **Last confirmed live:** 2026-11-01 - **Apply:** https://jobs.ashbyhq.com/stayai/50f5e16b-76b0-4d27-bbfe-9457879430af ## Job description ## Who We Are Stay AI is powered by savvy DTC industry vets, who have each been building subscription programs for over ten years. We’ve worked with over 300+ subscription-focused CPG brands that have generated hundreds of millions in subscription revenue alone. Our product is shaped by eCommerce experts who specialize in acquisition and retention—and it shows. We have amazing investors like Telescope Partners, with participation from Boulder Food Group, Riverpark Ventures, and Vanterra Capital. Previous investments were led by Watchfire Ventures, alongside industry leaders such as Nik Sharma (Sharma Brands) and Adam Turner (Postscript). We are not afraid of challenging work and are excited to build the next big thing. Sound good to you? Then, please read more about our role! Our Culture We are dedicated to our work, but equally committed to celebrating our achievements. Collaboration is at the heart of everything we do, as we firmly believe in the power of teamwork. While we are remote-first as a company, we try to create opportunities to meet each other. That's why we organize annual offsite retreats in the beautiful setting of Park City or Mexico! ## About The Role Stay AI is looking for a Director of Marketing who is equal parts strategist and doer. You’ll own the marketing function end-to-end: from competitive positioning to sales messaging to the content that makes every merchant on a competing platform wish they’d switched sooner. You’ll set the direction, represent marketing at the leadership table, and you’ll also be the one in the weeds making it happen. This is not a “build a team and delegate” role. You'll report directly to the CEO and work hand-in-hand with our Head of Sales and Head of Product to drive pipeline and create real FOMO in the market. We have genuinely better product than our competitors. Your job is to make sure the market knows it. ## What You'll Own - Competitive positioning: Deep understanding of Stay AI’s platform, the Shopify subscription landscape, and our key competitors. You'll know our differentiators cold and build messaging that makes switching feel obvious. - Sales enablement: Arm BDRs and AEs with the decks, one-pagers, battle cards, and monthly messaging playbooks they need to win. You'll be in the room with the sales team regularly. - Product marketing: Translate product launches and feature releases into market-facing narratives that resonate with DTC brands. You'll make sure our best features are visible, findable, and impossible to ignore. - Content and channel strategy: Own our presence across LinkedIn, the website, email, and whatever channels move the needle. You'll produce content yourself that resonates with the market using AI tools, and know how to do it efficiently. - Market narrative: Control the story. Define what we're attacking each month, which features we're spotlighting, and how we're positioning against the competition across every touchpoint. - Marketing leadership & reporting: Own the marketing strategy and results at the leadership level. You’ll present pipeline contribution and market positioning to the CEO and Stay AI’s board. ## What You’ll Bring - 5–8 years in B2B SaaS marketing, ideally with exposure to ecommerce, DTC, or the Shopify ecosystem - You’ve had prior success in product marketing and/or growth marketing roles: owning product positioning, translating features into high-converting messaging, and executing scrappy, data-driven experiments that build measurable pipeline - You’ve operated at or near the leadership level: you can hold your own in a board or investor conversation, connect marketing activity to business outcomes, and know how to make the case for where to invest - You’ve gone from 0-to-1 are excited by building - You're a storyteller: you can take a strong product and build a market narrative that creates real urgency with the right buyers - You use AI tools (Claude, ChatGPT, etc.) to accelerate market research, content personalization, and campaign analysis - You're proficient in Salesforce or HubSpot and understand how marketing and sales data connect - You write your own copy: messaging frameworks, landing pages, email sequences, and sales collateral - You understand the sales motion and know how to support a revenue team, not just brand-build - You have a point of view on positioning and can defend it in a room with the CEO and Head of Sales - You move fast, iterate, and don't wait for perfect What This Is Not This is not a role for someone who needs a team to execute. You'll eventually have support, but you need to be the one producing and shipping. This position is not eligible for visa sponsorship. ## About Stay AI ## Company Overview - **One-liner**: Stay AI is a Shopify-native subscription management platform that uses AI-powered tools to help direct-to-consumer brands reduce churn, increase lifetime value, and grow recurring revenue. - **Entity Type**: Private (Series A; $19.1M total funding) - **Headquarters**: New York, New York, United States - **Founded**: 2021 - **Founders**: Gina Perrelli (CEO), Taylor Cawiezell (Head of Innovation), Pierson Krass (Co-Founder & Advisor) ## Core Business - **Primary industry**: E‑commerce subscription management / Shopify ecosystem - **Target customers**: B2B (DTC brands on Shopify, ranging from emerging to established merchants) - **Mission / purpose**: “Built for marketers, by marketers” – to turn subscriptions from a passive billing method into a performance channel that drives growth. ## Products & Services - **[ExperienceEngine](https://stay.ai/)**: A drag-and-drop, no‑code experience builder that lets merchants create rewards, upsells, and personalized subscriber journeys with integrated A/B testing and AI‑powered personalization. - **[RetentionEngine](https://stay.ai/)**: An AI‑driven churn reduction suite that includes self‑optimizing cancellation surveys, smart‑timing winback emails, proactive Smart Dunning, and predictive churn‑risk gifts. - **Customer Portal**: A streamlined subscriber portal with dynamic product carousels, in‑portal banners, and the ability to swap bundles or add‑on products, boosting average order value. - **White‑Glove Migration**: A dedicated service that handles migrations from other subscription apps with no revenue loss or downtime (over 500 migrations completed). - **Integrations**: Seamless connections with 100+ tools in a brand’s tech stack (Shopify native, plus email, SMS, loyalty, analytics, etc.). ## Market Standing - **Valuation / Market Cap**: Not disclosed (private company) - **Key Metric**: Total Funding – $19.1M; Annual Revenue – $1.0M (reported by LinkedIn, likely a private estimate) - **Notable Investors / Partners**: Telescope Partners, Watchfire Ventures (led Series A in July 2023); also acquired Bellwethr in 2022. - **Growth Signals**: - 50+ employees, operating in 5 countries (US, Canada, Brazil, Uruguay, Argentina) - Headcount growth of +3.9% YoY (LinkedIn) - Works with recognized brands like Graza, Olipop, Magic Spoon, Vita Coco, Bright Cellars - Claims 28% increase in recurring revenue, 39% reduction in CX tickets, and 32% increase in add‑on revenue for merchants who switch to Stay - 8,960 LinkedIn followers (+15.3% yearly growth) ## Competitive Advantages - **AI‑first approach**: Proprietary machine learning and reinforcement models optimise churn prevention, winback timing, and personalization, differentiating Stay from legacy subscription tools. - **No‑code, drag‑and‑drop interface**: Empowers marketing teams (not just developers) to build and test subscription experiences rapidly. - **Best‑in‑class migration support**: White‑glove, zero‑downtime migrations with a dedicated team, making switching from competitors painless. - **Deep Shopify integration**: Native connect to Shopify and 100+ ecosystem tools, reducing friction for merchants. - **Proactive success team**: Described as the most proactive in the industry, providing hands‑on support before, during, and after migration. ## Strategic Focus - Continue to lead the Shopify subscription ecosystem with AI‑powered features that reduce churn and boost LTV. - Expand the no‑code toolset for marketers, enabling more sophisticated A/B testing and personalisation. - Strengthen integrations with the broader e‑commerce tech stack and maintain a high‑touch migration service to capture market share from legacy apps. - Support brands of all sizes on Shopify, from high‑growth DTC startups to established enterprises. ## Why Work Here - **Remote‑first culture**: No physical office; asynchronous work with global team collaboration across 5 countries. - **Benefits**: 100% health/dental/vision coverage, 401K, competitive salary & equity, remote setup stipend (MacBook + monitor). - **Growth & development**: Constant push for experimentation and collaboration; yearly company retreats (past locations include Park City and Playa Del Carmen). - **Team culture**: 108 virtual coffee chats, collaborative team environment, emphasis on work‑life balance and professional development. - **Impact**: Work directly with top consumer brands (Olipop, Magic Spoon, Graza, etc.) and see your work influence measurable business outcomes. - **Engineering & product**: 19% of staff are technical; product and engineering teams are encouraged to push industry boundaries. ## Sources 1. [stay.ai](https://stay.ai/) – Company homepage, product features, and case studies 2. [stay.ai/careers](https://stay.ai/careers/) – Careers page with benefits, remote policy, and culture details 3. [stay.ai/about](https://stay.ai/about/) – About page with founding story, leadership, and investors 4. [jobs.ashbyhq.com/stayai](https://jobs.ashbyhq.com/stayai) – Job listings and company overview 5. [linkedin.com/company/stayai](https://www.linkedin.com/company/stayai) – LinkedIn company page with workforce data, financials, and growth metrics ## Other roles at Stay AI - [Director of Marketing](https://feeny.ai/job/director-of-marketing-parsley-health-new-york-5g7zqd4nfcjg) — New York, NY - [Director of Marketing](https://feeny.ai/job/director-of-marketing-shepherd-san-francisco-ajz1cq32reea) — San Francisco, CA - [Director of Marketing](https://feeny.ai/job/director-of-marketing-cybersheath-united-states-a8s4mp1g26me) — United States - [Director of Marketing](https://feeny.ai/job/director-of-marketing-aon3d-careers-montreal-8bee7t4ty0h7) — Montréal, Canada - [Director of Marketing](https://feeny.ai/job/director-of-marketing-zania-palo-alto-txw3h771kr9y) — Palo Alto, CA - [Director of Marketing](https://feeny.ai/job/director-of-marketing-blackbird-labs-inc-new-york-74kk8fkvxedt) — New York, NY - [Director of Marketing](https://feeny.ai/job/director-of-marketing-hivemind-capital-partners-new-york-wgf7nvqzak1p) — New York, NY - [Director of Marketing](https://feeny.ai/job/director-of-marketing-cambium-san-francisco-8znp0b7rq7zt) — San Francisco, CA - [Director of Marketing](https://feeny.ai/job/director-of-marketing-zencore-united-states-50weypqej9p6) — United States - [Director of Marketing](https://feeny.ai/job/director-of-marketing-alu-rwanda-mauritius-d8ch247qjzwx) — Rwanda / Mauritius