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
Visa sponsorship is not available for this role.
