**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.\
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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.\
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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
Visa sponsorship is not available for this role.
