Senior Account Executive
Coworker
| Company | Coworker |
| Category | Sales |
| Location | San Francisco or Atlanta |
| Remote | Hybrid |
| Employment | Not stated |
| Level | Senior |
| Salary | USD 250k–280k |
| Posted | 5 Jun 2026 |
| Last verified | 10 Aug 2026 |
| Source | Employer ATS (ashby) |
Description
Position: Senior Account Executive
Location: San Francisco, CA / Atlanta, GA (Hybrid/Remote Flexibility)
Type: Full-Time
Experience: 5–7 Years in SaaS/AI Sales
WHY COWORKER?
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.
THE ROLE
Own strategic AI adoption for Mid-Market and Enterprise organizations — from first meeting to multi-year expansion. We're seeking an experienced Senior Account Executive to own the full sales cycle for Mid-Market and Enterprise accounts. You'll navigate complex, multi-stakeholder deals, align our solution with executive-level strategic goals, and drive both new customer acquisition and expansion. This role requires a blend of hunter mentality, consultative selling, and cross-functional collaboration with the Growth team, Product, Engineering, and Customer Success.
WHAT YOU'LL DO
- Hunt & Generate Pipeline: Proactively identify and engage target accounts; generate 50%+ of your own pipeline through strategic outbound hunting.
- Revenue Generation: Identify, qualify, and close new business targeting VP/C-level decision-makers. Manage 25–30 opportunities with deal sizes of $50k–$300k+ ARR (1–3 month cycles).
- Enterprise Strategy: Develop multi-threaded relationships using MEDDPICC or Challenger; lead discovery, demos, and ROI-focused business reviews.
- Technical Selling: Navigate complex technical evaluations; articulate architecture, security, and integration value to technical buyers (CTOs, CISOs, VP Engineering).
- AI Advisory: Advise organizations on implementing AI efficiently across their enterprise using tools like Claude, ChatGPT, Cursor, and other platforms — optimizing existing AI investments alongside Coworker.
- Account Expansion: Identify and execute upsell/cross-sell opportunities; build multi-year expansion roadmaps.
- Forecasting: Maintain 90%+ forecast accuracy; deliver weekly pipeline reviews; iterate playbooks to optimize conversion.
REQUIREMENTS
- Experience: 5–7 years full-cycle SaaS sales; verifiable $1M+ annual quota attainment; 2+ years in Enterprise/Mid-Market ($50k+ ACV).
- Sales Acumen: Mastery of value-based selling, negotiation, and contract structuring; articulate technical solutions to non-technical buyers.
- Technical Fluency: Comfort selling to technical buyers; ability to discuss architecture, security, APIs, and integration patterns.
- AI Fluency: Hands-on experience with AI tools beyond basic chat (Claude, ChatGPT, Cursor, etc.) — deep understanding of enterprise AI landscape; ability to position Coworker within a broader AI strategy.
- Adaptability: Thrives in ambiguity; balances short-term wins with long-term account management.
- Ownership & Drive: Highly-tuned owner's mentality; extremely competitive and self-motivated.
PREFERRED QUALIFICATIONS
- Experience at a Series A/B/C SaaS startup
- Familiarity with Enterprise AI landscape and competitive positioning
- Existing relationships with Mid-Market and Enterprise B2B SaaS accounts
- Experience selling platform/multi-product solutions
COMPENSATION & BENEFITS
OTE: $250,000–$280,000 (50/50 base/variable split)
- Base Salary: $125,000–$140,000
- Variable Commission: $125,000–$140,000+ (uncapped accelerators)
- Equity: Extremely generous early-stage equity
- Benefits: Health/dental/vision, 401(k), unlimited PTO
CAREER DEVELOPMENT
- Leadership Path: Clear trajectory to Sales Leadership or Strategic Accounts Director
- Executive Exposure: Regular interaction with founders and executive team on GTM strategy
- Training: Advanced MEDDPICC, executive negoti