VP of Sales

THE ROLE We’re looking for a high-impact, hands-on VP of Sales to build StackAI’s GTM motion from the ground up. This is a rare opportunity to join a fast-growing AI infrastructure company at a pivotal moment, owning everything from early playbook creation to hiring and scaling a high-performing sales organization. You’ll partner directly with the founders, Product, Marketing, and Customer Success to turn an already-viral product into a predictable, scalable enterprise revenue machine. This role is ideal for someone who has built modern SaaS sales motions from $10 to $50M+ ARR, thrives in fast-moving environments, and loves being deeply involved in product and customer discovery. WHAT YOU’LL DO BUILD THE SALES ENGINE - Own StackAI’s revenue strategy, sales motion, forecasting, and execution - Develop our GTM playbook across ICP definition, qualification, segmentation, and pricing - Build and optimize repeatable sales processes for pipeline creation, deal management, and customer expansion CLOSE STRATEGIC DEALS - Personally run and close high-value pipeline in the first 6-12 months - Partner with founders on enterprise sales cycles and strategic logo acquisition - Serve as the executive sponsor for key customers and prospects SCALE THE TEAM - Build and manage a world-class sales organization across AE, SDR, and Sales Engineering - Establish hiring profiles, onboarding playbooks, compensation structures, and performance frameworks - Create a culture of operational excellence, accountability, and continuous improvement PARTNER ACROSS THE COMPANY - Work closely with Product and Engineering to deliver customer feedback and influence our roadmap - Collaborate with Marketing to align on messaging, content, pipeline generation, and GTM campaigns - Align with Customer Success to ensure smooth onboarding, retention, and expansion DRIVE PREDICTABLE GROWTH - Own sales forecasting, dashboards, KPIs, and pipeline hygiene - Implement systems and tooling needed for scale - Optimize pricing, packaging, and ROI storytelling to accelerate enterprise adoption WHAT WE’RE LOOKING FOR MUST-HAVE EXPERIENCE - 6+ years in B2B SaaS sales, including 3+ years leading and scaling teams - Experience owning ARR growth ideally from ~$10M → $50M+ - Demonstrated success closing enterprise deals ($50K–$500K+ ACV) - Hands-on operator capable of both running deals and building repeatable systems - Strong understanding of modern SaaS GTM motions (PLG + top-down enterprise) - Proven track record hiring, coaching, and developing top sales talent - Deep comfort selling technical products (bonus: workflow automation, developer tools, or AI/ML) BONUS POINTS - Experience at a high-growth AI, automation, or infrastructure startup - Familiarity with PLG → enterprise transition - Experience in first-principles pricing/packaging and early enterprise contracting - Strong network of AEs, SDRs, and sales engineers WHO YOU ARE - You’re a builder, comfortable creating structure out of ambiguity - You love rolling up your sleeves and setting the pace yourself - You’re obsessed with customers and equally obsessed with process - You think strategically but execute rapidly - You thrive in early-stage chaos and want to own the full revenue machine - You are deeply metrics-driven and comfortable forecasting in imperfect conditions - You communicate clearly, transparently, and cross-functionally WHY JOIN STACKAI - Ownership of the entire GTM function in one of the fastest-growing AI workflow companies - The chance to turn a viral product with huge bottom-up adoption into a scalable enterprise business - Partner directly with founders (MIT PhDs) and a world-class engineering team - Massive market tailwinds with AI workflow automation are exploding Competitive compensation, meaningful equity, and the ability to shape our culture and future