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Pylon

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

69 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

Health, dental, and vision insurance

Fun offsites (South Korea, Hawaii)

Monthly SPIFFs (e.g. 49ers game, oura ring)

Unlimited PTO (take what you need)

Fast career growth (all leaders have been internally promoted)

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