Account Executive

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.

- 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.

- 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.

- Experience: 2-4 years in SaaS closing roles (SDR/BDR promotion preferred); consistent 75%+ quota attainment; familiarity with mid-market sales cycles (30-60 days).

- Sales Skills: Strong prospecting instincts, negotiation skills, and ability to articulate technical value propositions clearly to both technical and non-technical buyers.

- AI Fluency: 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.

- Mindset: Hustle, ownership, hunger to learn, coachable attitude, and resilience in ambiguous, fast-changing environments.

- Competitive Drive: Extremely competitive and self-motivated with a track record of overachievement.

- Existing relationships in the SMB/Mid-Market B2B SaaS ecosystem

- Variable Commission: $105,000-$120,000+ (uncapped accelerators for overperformance)

- Mentorship: Paired with senior AEs for deal reviews and skill-building

- Promotion Path: Clear trajectory to Enterprise AE or Team Lead within 18-24 months

- Training: Workshops on MEDDIC, AI tooling and analysis, and startup autonomy

Coworker.ai is an equal opportunity employer. We believe everyone should feel great about being their authentic selves at Coworker - this is the only way to do our best work. We encourage you to apply even if you feel over- or under-qualified.

We want to find the best people to help us build the future of work, no matter who they are.