Sales Manager

San Francisco, California, United StatesOnsiteFull Time$250,000–$300,000 /yrPosted 2 months agoHidden Gem · YC Startup

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Role summary

Pylon, an AI-native B2B company revolutionizing customer support, seeks a Sales Manager to scale its Account Executive team. This role involves managing and coaching 6-10 AEs, building and scaling sales playbooks, driving execution across inbound and outbound motions, and leading deal reviews, pipeline inspection, forecasting, and performance management. The ideal candidate has 2+ years of experience managing SaaS AEs, strong coaching instincts, operational rigor, and comfort with building process in an ambiguous, scaling environment. Experience in competitive markets or with AI-driven products is a plus. The role is based in San Francisco or New York City and requires in-person work.

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**

- **90 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

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