Sales Manager

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