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Founding Enterprise Account Executive

Pylon, San Francisco, California, United States, 94199

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Pylon is a

Series B, AI-native B2B SaaS 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

Own full-cycle sales for

large, complex B2B accounts

Source a portion of your own pipeline through

strategic outbound

Sell to post-sales, support, and success leaders at larger organizations

Lead multi-threaded discovery, exec-level conversations, and longer sales cycles

Run proof-of-value trials and close six-figure+ ARR deals

Requirements

4+ years of SaaS sales experience

Experience closing

$100-500k+ ARR

deals

Proven ability to sell into competitive, incumbent-heavy markets

Strong discovery, deal orchestration, and executive presence

Based in

SF or NYC

and willing to work in-person

Nice to Haves

Experience selling support, success, or customer-facing platforms

Familiarity with AI-driven or data-heavy products

Experience helping build an enterprise motion at a growth-stage company

Sales Stack

Salesforce

Scratchpad

Amplemarket

Salesfinity

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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