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 designed for AI-first workflows. ## **Company** - Series B, **$51M raised** - Backed by **a16z, BCV, General Catalyst, Y Combinator** - **90 employees** - Sales team: **11 AEs, 6 SDRs** - Offices in **San Francisco and New York City** ## **The Role** - Own full-cycle sales for inbound and outbound opportunities - Source a portion of your own pipeline via outbound - Sell to B2B tech companies (\<500 employees), with exposure to larger accounts over time - Run discovery, demos, trials (1–2 weeks), and close ## **Requirements** - 2+ years of SaaS sales experience - Experience selling **$10k–$100k ARR** deals - Comfortable with outbound prospecting - Able to sell differentiated, technical products - Based in **SF or NYC** and willing to work in-person ## **Nice to Haves** - Sold into competitive markets - Experience selling to Support, Success, or Post-Sales teams - Familiarity with AI-driven 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
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