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.