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Energy Technology, Software, SaaS, Utilities

Founding Enterprise Account Executive

San Francisco, California, United StatesOnsiteFull Time$300,000–$350,000 /yrPosted 12 days ago

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Role summary

Pylon, a Series B AI-native B2B SaaS company, is seeking a Founding Enterprise Account Executive to drive full-cycle sales for large, complex B2B accounts. This role involves sourcing pipeline through strategic outbound efforts and selling to post-sales, support, and success leaders. The ideal candidate will lead multi-threaded discovery, executive-level conversations, and manage longer sales cycles, closing six-figure+ ARR deals in a competitive market. Requires 4+ years of SaaS sales experience and proven ability to close significant ARR deals. Based in SF or NYC and willing to work in-person.

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
Compensation Range: $300K - $350K

Ready to apply?
You'll be redirected to Pylon's application page.

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