Job description

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 incident.io run their support and customer success workflows on Pylon. We're also featured on the Enterprise Tech 30 List enterprisetech30.com. 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

Requirements

Must-haves

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
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

Application prep

Use the role’s language and application details while tailoring your materials.

Keywords to mirror

Platform: ashby
Effort: quick

Benefits

Benefits detected in the listing.

Dental

Vision

401(K)

Pto

Parental Leave