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Enterprise Account Executive, TOLA

Abnormal AI - Remote - Remote - posted 2026-09-14

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Salary: USD 144,500 - 170,000 / annual

Abnormal AI is seeking an Enterprise Account Executive to join the TOLA team, selling security solutions to enterprise-level accounts within a defined territory. You will own the full sales cycle—from prospecting and pipeline development through contract closure and customer expansion—targeting organizations with 3,000+ mailboxes. Key Responsibilities: - Prospect and generate new business opportunities into enterprise accounts, building sufficient pipeline to hit annual recurring revenue (ARR) quota - Manage enterprise deals from initial conversations through contract signature and post-sale upselling - Leverage all five demand generation pillars: AE prospecting, SDRs, marketing, channel partnerships, and customer referrals - Uncover customer pain points and connect them to value-driven security solutions with tailored demos and messaging - Build business cases and quantify ROI across multiple dimensions for diverse stakeholder groups - Maintain accurate account and opportunity data in Salesforce, Highspot, and Close Plan - Collaborate with Customer Success on timely renewals and expansion opportunities - Serve as the customer/prospect voice internally, working with Sales Engineering, Product, and Marketing to prioritize deal closure - Extract, organize, and document customer insights and deal lessons to enable broader team learning You will thrive in an early-stage environment, resourcefully leveraging cross-functional teams (SEs, marketing, BDRs, product, CS) to close complex, competitive deals. Requirements: - 3+ years of direct (non-overlay) enterprise account executive experience selling into organizations with 3,000+ employees, including prospecting, new logo wins, and major account expansion in competitive, incumbent-heavy environments - Proven track record of consistent over-quota performance or top 5% sales organization standing - Demonstrated skill in negotiating with large organizations and closing complex sales - Technical competency in security, email, cloud, and AI domains - Cybersecurity software sales experience: subscription/SaaS sales to CISOs and security personnel with average deal size $100k+ - Startup experience: success at an early-stage, underdog, or new-entrant company competing against larger incumbents, including territory building (channel, tech partners, initial customer wins) - BS/BA degree or equivalent work experience

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