Pylon
Company
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
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)
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
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)