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Founding Enterprise Account Executive

Pylon

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.

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

Vacancy posted 4 days ago
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