Founding Enterprise Account Executive
Arcade
full-time
Posted on:
Location Type: Hybrid
Location: New York City • New York • United States
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Tech Stack
About the role
- Own the full sales cycle for enterprise accounts, from prospecting and pipeline generation through negotiation and close
- Generate at least 50% of your own pipeline through outbound prospecting; inbound helps you crush your number, not just hit it
- Drive 8–12+ deals per year with average contract values of $200K++, with a clear path to seven-figure deals
- Navigate multi-threaded, complex deals across Head of AI, Chief AI Officer, CIO, CTO, and CISO personas
- Research prospects’ businesses deeply to inspire the "art of the possible" - moving beyond features to high-impact value outcomes
- Leverage AI tools and modern sales techniques to automate and scale your go-to-market motion
- Partner closely with Solutions Engineers to deliver technical demos and proof-of-concept engagements
- Travel as needed to close deals and build relationships (expect meaningful face-to-face time with customers)
- Provide market feedback to Product and Marketing to sharpen positioning and roadmap
Requirements
- 5+ years of enterprise B2B SaaS sales experience, specifically selling technical infrastructure (devtools, middleware, databases, API gateways, security, or cloud platforms)
- Proven track record of exceeding quotas of $1.2M–$1.5M+ annually by closing complex, multi-stakeholder deals with contract values of $250K+
- Demonstrated ability to prospect and build pipeline independently – you’re a hunter, not a farmer
- Deep comfort selling to highly technical buyers (CTO, CIO, Head of AI, CISO)
- Experience at a startup or high-growth environment (ideally Series A–C, under 100 employees)
- AI-curious and forward-leaning – you actively use AI in your daily workflow and sales motion
- Scrappy, hungry, and comfortable operating without a playbook or heavy support infrastructure
- Located in or willing to relocate to New York, NY(other major East Coast metros considered for exceptional candidates)
Benefits
- Health insurance
- Flexible work arrangements
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
B2B salesenterprise salespipeline generationnegotiationclosing dealsprospectingquota exceedingtechnical infrastructure salesAI toolssales techniques
Soft Skills
independent prospectinghunter mentalityrelationship buildingmarket feedbackcommunicationadaptabilityscrappinesscomfort with ambiguitycollaborationcustomer engagement