Post-covid, businesses have started shifting the way they communicate with customers from email to chat platforms like Slack, Microsoft Teams, and Discord. At Pylon, we are building a real-time customer operations platform to help support, success, and sales teams at places like Hightouch, Merge, and Sardine scalably meet their customers where they live.

Just like how Zendesk made email scalable in a support context, Mailchimp made email scalable in a marketing context, and Salesforce & Outreach made email scalable in a sales context, Pylon is making chat scalable across customer-facing functions.

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

We’re building an event-driven workflow engine powered by conversational data and layered with intelligence to help our customers run their operations in real-time.

Our tech stack: Golang, GraphQL, React, AWS.