Founding Enterprise Account Executive

Arcade

. Own the full sales cycle for enterprise accounts, from prospecting and pipeline generation through negotiation and close .

Posted 4/22/2026full-timeSan Francisco • California • 🇺🇸 United StatesMid-LevelSeniorWebsite

Tech Stack

Tools & technologies

Cloud

About the role

Key responsibilities & impact

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

What you’ll need

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 San Francisco, CA (other major metros considered for exceptional candidates)

Benefits

Comp & perks

Positive work culture
Professional development opportunities

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

B2B SaaS salestechnical infrastructure salespipeline generationnegotiationclosing dealsprospectingquota exceedingmulti-stakeholder deal managementAI toolssales techniques

Soft Skills

independent prospectinghunter mentalityrelationship buildingmarket feedback provisionadaptabilityscrappinesscomfort with ambiguitycommunicationcollaborationcustomer engagement