Sales Manager

About this role

Pylon is a Series B, AI-native B2B company building the next generation of customer support. Legacy platforms like Zendesk and Salesforce Service Cloud were built around tickets. Pylon is built around accounts, real-time collaboration, and AI-driven customer intelligence. This is a massive market with incumbents that weren’t built for AI-first workflows. Company Series B, $51M raised Backed by a16z, BCV, General Catalyst, Y Combinator 90 employees Offices in San Francisco and New York City The Role Manage and coach a team of 6-10 Account Executives Help build, document, and scale our sales playbooks (commercial and upmarket) Drive consistent execution across inbound and outbound motions Partner closely with leadership to refine segmentation, quotas, and process Lead deal reviews, pipeline inspection, forecasting, and performance management Recruit AEs Why now We’ve built a strong AE bench and proven PMF. The next phase is scaling managers and process — this role helps turn what works today into a repeatable, high-performing sales org. Requirements 2+ years managing SaaS AEs Experience scaling a team beyond the “early reps” phase Strong coaching instincts and operational rigor Comfortable operating in ambiguity and building process from scratch Based in SF or NYC and willing to work in-person Nice to Haves Experience managing teams selling $10k–$100k+ ARR deals Experience in competitive, incumbent-heavy markets Familiarity with AI-driven or technical products Sales Stack Salesforce Scratchpad Salesbricks Benefits 🏥 Fully covered medical, dental, and vision insurance for employees 🏦 401(k) retirement plan 🚆 Commuter benefits 🌱 Parental leave 🏝️ 14 company holidays + unlimited PTO 🗺️ Annual offsite 🍽 Lunch, dinner, and snacks at the office 🏋️ Fitness stipend