StartupOS | Account Executive - Team Founding Member

StartupOS is building toward the vision of the “one-person unicorn” — a future where human and AI employees work seamlessly together to build and scale companies.We are developing an AI-native operating system that enables companies to deploy and manage networks of intelligent agents operating within a shared context layer, allowing them to coordinate and execute across business functions.StartupOS is early, ambitious, and fast-moving, with leadership and team members from companies including Airbnb, Adobe, Clari, Box, and Intuit.We operate using a “pod” model — small, focused teams aligned to specific market opportunities, built to move quickly and deliver meaningful outcomes.This role reports directly to Ben Sardella.The RoleStartupOS is hiring its first team of Account Executives to help build the company’s early go-to-market engine around an initial wedge product focused on venture capital and portfolio company workflows.This is not a traditional AE role.You will help define:how we sellhow we position the platformwhat resonates with buyersand how we scale revenue from the ground upThe initial motion is highly relationship-driven and centered around selling into:venture capital firmsfamily officesinvestor ecosystemsportfolio support organizationsThe platform is highly flexible and configurable, allowing customers to deploy AI-native workflows tailored to their operating model and portfolio needs.We are looking for someone who can open doors quickly, navigate ambiguity, and translate emerging AI capabilities into clear business value for sophisticated buyers.Why This Role MattersWe believe the next generation of companies will operate with AI workforces embedded across every function.StartupOS is building the system that makes that possible.This role is an opportunity to help define not only the company’s revenue engine — but the category itself.What You’ll DoBuild and manage relationships with venture capital firms, family offices, and adjacent investor organizationsGenerate and progress early-stage pipeline opportunitiesLead customer conversations from first meeting through closeHelp shape StartupOS’ early GTM motion, messaging, and sales processTranslate customer pain points into tailored AI workflow solutionsPartner closely with leadership, product, and technical teamsProvide direct market feedback to influence product strategy and roadmapOperate effectively in a fast-moving, highly iterative startup environmentHelp establish repeatable patterns for future sales hires and GTM scaleRequirementsExperience selling into venture capital, private equity, family offices, or adjacent financial ecosystemsProven ability to source pipeline and close deals independentlyStrong existing network within the VC / investor communityAbility to secure meetings and build trust quickly with senior stakeholdersExperience operating in early-stage, resource-constrained, or highly ambiguous environmentsEntrepreneurial mindset with high ownership and urgencyStrong consultative selling and relationship-building skillsAbility to communicate emerging technology concepts in a practical, business-oriented wayComfortable operating without rigid playbooks or established infrastructureIdeal BackgroundEarly-stage SaaS or AI infrastructure salesVenture ecosystem relationshipsFounder-led sales environmentsExperience selling workflow, automation, data, or operational platformsHigh curiosity around AI-native business models and agentic workflowsBenefitsOpportunity to become one of the first AEs and help build the GTM foundation of the companyDirect access to leadership and meaningful influence on company directionSignificant autonomy to deliver on your goalsHighly entrepreneurial environment with rapid learning and growthCompetitive compensation package including:Base salaryCommissionPotential equity participationRemote-first environment with flexibility and expectation of relationship-driven customer engagementOriginally posted on Himalayas