Sales Manager

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 built for AI-first workflows.

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