Founding Enterprise Account Executive jobs in United States
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Pylon · 1 month ago

Founding Enterprise Account Executive

positionSan Francisco
timeFull-time
remoteOnsite
seniorityMid, Senior Level
money$300K/yr - $350K/yr
date4+ years exp

Pylon is a Series B, AI-native B2B SaaS company building the next generation of customer support. They are seeking a Founding Enterprise Account Executive to own full-cycle sales for large, complex B2B accounts and lead conversations with executives at larger organizations.

Artificial Intelligence (AI)B2BCRMCustomer ServiceSoftwareTechnical Support
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Growth Opportunities

Responsibilities

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

Qualification

SaaS sales experienceClosing large dealsSelling in competitive marketsDiscoveryDeal orchestrationExecutive presenceSalesforceAI productsBuilding enterprise motion

Required

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

Preferred

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

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)

Company

Pylon

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Pylon is building the first customer support platform built for B2B companies.
dateFounded in 2022
location
San Francisco, California, USA
people-size51-200 employees
web-link
https://www.usepylon.com

Funding

Current Stage
Growth Stage
Total Funding
$51.32M
Key Investors
Andreessen HorowitzGeneral CatalystY Combinator
2025-08-20Series B· $31M
2024-08-28Series A· $17M
2023-07-11Seed· $3.2M

Leadership Team

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Marty Kausas
Customer Support, also Co-Founder & CEO
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Advith Chelikani
Co-Founder
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Company data provided by crunchbase