Account Executive

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