Pylon is the only agentic support platform, purpose-built for B2B companies. For leaders scaling AI-native support teams, Pylon lets humans and agents collaborate on customer work – investigating, resolving, and acting on every signal across every channel that matters.

Unlike platforms built before the AI era, Pylon enriches every interaction with deep account-level context, automates the low impact customer work, and surfaces answers before your team even has to ask. The result: faster responses, happier customers, and a system that continuously improves itself.

We're backed by a16z, BCV, General Catalyst, and Y Combinator. More than 1,500 companies including Linear, Cognition (makers of Devin), Modal Labs, and Incident.io run their support and customer success workflows on Pylon. We're also featured on the Enterprise Tech 30 List.

The Role

• Own full-cycle sales for large, complex B2B accounts

• Source a portion of your own pipeline through strategic outbound

• Sell to post-sales, support, and success leaders at larger organizations

• Lead multi-threaded discovery, exec-level conversations, and longer sales cycles

• Run proof-of-value trials and close six-figure+ ARR deals

Requirements

• 4+ years of SaaS sales experience

• Experience closing $100-500k+ ARR deals

• Proven ability to sell into competitive, incumbent-heavy markets

• Strong discovery, deal orchestration, and executive presence

• Based in SF or NYC and willing to work in-person

Nice to Haves

• Experience selling support, success, or customer-facing platforms

• Familiarity with AI-driven or data-heavy products

• Experience helping build an enterprise motion at a growth-stage company

Sales Stack

• Salesforce

• Scratchpad

• Amplemarket

• Salesfinity

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