We are backed by Y Combinator, SV Angel as well as founders at companies like Vercel, Slack, Dropbox and Algolia.

We are an intense, tightly-knit team building the future of AI-native customer experience for B2C brands. Our customers range from fast-growing DTC brands on Shopify and TikTok Shop to established e-commerce companies, and we obsess over listening to each of them and helping them succeed. Our development pillars are security, reliability and performance, combined with pragmatism to always find working solutions and be ultra-responsive to customer feedback and requests. Working at the intersection of AI and commerce, we strive to build correct, future-proof solutions with great taste.

Blog post: https://14.ai/blog/why-ai-native-bpos-are-the-future-of-outsourcing-8f404ac6-7446-4708-8c7e-46576b8cd460

As a Founding Account Executive, you will be directly engaging with our customers and prospects. You will become the bridge between cutting-edge AI automation and DTC brands scaling their support operations. You'll run discovery calls, deliver tailored demos, close deals, and step in as the trusted advisor when complex buying decisions require judgment and empathy.

Our goal: reach $10M ARR by end of 2026. You'll be instrumental in getting us there.

What you will do

• Own the full sales cycle from prospecting to close for B2C brands looking to transform their customer support
• Run discovery calls that uncover real pain points around support volume, BPO costs, and scaling challenges
• Deliver product demos that show how 14.ai achieves auto-resolution with sub-10 second reply times
• Build relationships with founders, COOs, and CX leaders at DTC brands on Shopify, TikTok Shop, and other platforms
• Shape our go-to-market strategy based on what you learn in live customer conversations
• Partner with our founders to refine messaging, pricing, and product positioning
• Become a product expert who can speak fluently about AI agents, integrations, and e-commerce workflows

Who you are

• Hungry and scrappy: you thrive in early-stage environments where you build the playbook, not follow one
• Customer-obsessed: you listen deeply, ask smart questions, and genuinely care about solving problems
• Technical enough: you can learn complex products quickly and explain AI/automation to non-technical buyers
• Results-driven: you love hitting goals and understand that revenue is the lifeblood of startups
• Excellent communicator: you write crisp emails, run tight meetings, and build trust fast
• Ambitious: you want equity, responsibility, and the chance to define a category

Bonus points

• Experience selling B2B SaaS to e-commerce or DTC brands
• Familiarity with Shopify, TikTok Shop, or CX tooling
• Prior work at an early-stage startup (seed to Series A)

Why join 14.ai

• Founding team role: real equity and the opportunity to build something from the ground up
• Learn from the best: work directly with experienced founders who've built and sold AI companies (video: https://www.youtube.com/watch?v=FedPUth6fQY)
• Category creation: you're not selling a commodity; you're defining a new way brands think about support
• Impact: every deal you close changes how a company operates and scales