Sales Manager
Pylon is a Series B, AI-native B2B 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
Manage and coach a team of 6-10 Account Executives
Help build, document, and scale our sales playbooks (commercial and upmarket)
Drive consistent execution across inbound and outbound motions
Partner closely with leadership to refine segmentation, quotas, and process
Lead deal reviews, pipeline inspection, forecasting, and performance management
Recruit AEs
Why now
We’ve built a strong AE bench and proven PMF. The next phase is scaling managers and process — this role helps turn what works today into a repeatable, high-performing sales org.
Requirements
2+ years managing SaaS AEs
Experience scaling a team beyond the “early reps” phase
Strong coaching instincts and operational rigor
Comfortable operating in ambiguity and building process from scratch
Based in SF or NYC and willing to work in-person
Nice to Haves
Experience managing teams selling $10k–$100k+ ARR deals
Experience in competitive, incumbent-heavy markets
Familiarity with AI-driven or technical products
Sales Stack
Salesforce
Scratchpad
Salesbricks
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)
Average salary estimate
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