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Founding Enterprise Account Executive

Pylon, San Francisco, CA, United States


Pylon 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