Account Executive

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

Is this role right for you?

Upload your resume and get a skill-by-skill breakdown — see exactly where you match, where you're close, and what to highlight. Not a mystery percentage.

Get a tailored resume highlighting what this role needs.

Role summary

Pylon, an AI-native B2B company, is seeking an Account Executive to join their growing sales team in San Francisco or New York City. This role involves owning full-cycle sales for inbound and outbound opportunities, with a focus on selling AI-driven customer support solutions to B2B tech companies. The ideal candidate will have 2+ years of SaaS sales experience, comfortable with outbound prospecting, and able to sell differentiated, technical products with deal sizes ranging from $10k–$100k ARR. Experience selling into competitive markets or to post-sales teams is a plus.

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

Ready to apply?

You'll be redirected to Pylon's application page.

Is this role right for you?

Role summary

Similar roles