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.
Company
Series B, $51M raised
Backed by a16z, BCV, General Catalyst, Y Combinator
100+ 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