**Pylon is the only agentic support platform, purpose-built for B2B companies.** For leaders scaling AI-native support teams, Pylon lets humans and agents collaborate on customer work – investigating, resolving, and acting on every signal across every channel that matters.\ \ Unlike platforms built before the AI era, Pylon enriches every interaction with deep account-level context, automates the low impact customer work, and surfaces answers before your team even has to ask.
The result: faster responses, happier customers, and a system that continuously improves itself.\ \ We're backed by a16z, BCV, General Catalyst, and Y Combinator. More than 1,500 companies including Linear, Cognition (makers of Devin), Modal Labs, and [Incident.io](http://Incident.io) run their support and customer success workflows on Pylon. We're also featured on the [Enterprise Tech 30 List](https://www.enterprisetech30.com/). ## **The Role** * Be Pylon's founding enterprise AE, building and owning our enterprise motion from the ground up. * Own full-cycle sales for large, complex B2B accounts — from multi-threaded discovery through executive-level negotiation and close. * Source a meaningful share of your own pipeline through strategic outbound.
This is a build-and-sell role: you're not waiting on a BDR team to hit your number. * Sell to post-sales, support, and success leaders at larger organizations, running proof-of-value trials that close six-figure+ ARR deals. * Define what "enterprise" means at Pylon — the playbook, positioning, and process other AEs will follow as the motion scales. * As the segment proves out, help shape how we hire and build our first enterprise sales team.
You're not filling a seat here, you're building it. ## **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** * 4+ years of full-cycle SaaS sales experience, with a track record of closing $100k-$500k+ ARR deals. * Proven ability to sell into competitive, incumbent-heavy markets against entrenched vendors. * Strong multi-threaded discovery, deal orchestration, and executive presence — comfortable running a room of VPs and above. * Genuinely comfortable with outbound — you build pipeline, you don't just work what's handed to you. * Based in SF or NYC and willing to work in-person. ## **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
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