Founding GTM
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.
We were recently featured in TechCrunch for our work building the world’s first AI-native customer service agency for brands: https://techcrunch.com/2026/03/02/a-married-founder-duos-company-14-ai-is-replacing-customer-support-teams-at-startups/
As a Founding GTM, 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