Account Executive

Coworker.ai•San Francisco, CA

2d•$210,000 - $240,000•Hybrid

About The Position

Coworker is redefining how organizations work with AI. Our platform delivers the same chat, cowork, and code capabilities that enterprises need — at 80% lower cost with identical output quality. We do this by ensuring through our technology that every task has the right context and model to be completed most effectively. We're a fast-scaling startup with a powerful PLG engine and rapidly growing enterprise pipeline. Drive AI adoption for organizations under 1,000 employees — from PLG conversion to strategic expansion. We're seeking a high-performing Account Executive to own the full sales cycle for SMB and Mid-Market accounts (under 1,000 employees). You'll convert PLG-driven leads into paying customers, identify expansion opportunities, and build a predictable revenue engine. Ideal for an ambitious AE with 2–4 years of SaaS sales experience.

Requirements

2–4 years in SaaS closing roles (SDR/BDR promotion preferred); consistent 75%+ quota attainment; familiarity with mid-market sales cycles (30–60 days).
Strong prospecting instincts, negotiation skills, and ability to articulate technical value propositions clearly to both technical and non-technical buyers.
Hands-on experience with AI tools beyond basic chat (Claude, ChatGPT, Cursor, etc.) — ability to advise customers on implementing AI efficiently across their organization alongside other tools.
Hustle, ownership, hunger to learn, coachable attitude, and resilience in ambiguous, fast-changing environments.
Extremely competitive and self-motivated with a track record of overachievement.

Nice To Haves

1+ years selling to mid-market or enterprise SaaS
Familiarity with AI and Enterprise AI landscape
Experience with PLG motion or product-led sales
Existing relationships in the SMB/Mid-Market B2B SaaS ecosystem

Responsibilities

Own the Full Cycle: Manage 30–40 opportunities monthly, from qualification through close (1–2 month cycles).
PLG Conversion: Convert self-serve signups into strategic, multi-seat contracts.
Hunt & Generate Pipeline: Proactively identify and engage target accounts; generate 50%+ of your own pipeline through strategic outbound hunting.
Prospect & Qualify: Partner with the Growth team; supplement inbound with daily outbound activities.
Discovery & Demo: Map pain points to platform capabilities; deliver tailored ROI-focused demos.
Deal Strategy: Navigate multi-stakeholder deals using MEDDIC/BANT; overcome objections on budget, security, integration.
AI Advisory: Advise organizations implementing AI across teams using tools like Claude, ChatGPT, and other platforms — optimizing existing AI investments alongside Coworker.