Enterprise Account Executive – Workplace Scholarships

🔥 0 minutes ago

🇺🇸 United States – Remote

⏰ Full Time

🟠 Senior

🔴 Lead

🧑‍💼 Account Executive

👻 Ghost score 25%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Texas Sports Academy

WebsiteLinkedInAll Job Openings

2 - 10 employees

📚 Education

⚽ Sports

Education • Sports

Texas Sports Academy is a private, Texas-based elite sports academy and accelerated school for student-athletes that combines AI-powered, mastery-based academic instruction with professional-level athletic training and life-skills development. Students complete core academics in a focused two-hour morning block using personalized, AI-driven learning, then spend afternoons (noon–4pm) training with former professional athletes and coaches while receiving instruction in leadership, financial literacy, NIL prep, and content creation. The organization operates multiple Texas locations (Carrollton, Houston, Plano), emphasizes faster academic mastery and athletic development for grades ~3–11, and positions itself as an alternative to traditional full-day schooling for serious student-athletes.

📋 Description

• Build outbound pipeline with Heads of HR, Total Rewards, Benefits, and CSR at enterprise employers with 10,000+ employees • Lead complex, consultative sales cycles across HR, Finance, Legal, Payroll, and executive stakeholders to launch the Workplace Scholarships program • Guide employers through payroll deduction, withholding mechanics, ERISA, multi-state eligibility, and implementation, directing tax-specific questions to qualified professional advisors • Convert signed employers into successful program launches, with employees enrolling before the 2027 tax season • Capture structured market intelligence from buyer conversations to refine messaging, the ideal customer profile, and the enterprise go-to-market playbook • Build a converting pipeline of enterprise employers that successfully launch the Workplace Scholarships payroll-giving program, creating a scalable employer channel with enrolled employee donors ahead of tax season 2027 • Personally create and close enterprise pipelines rather than manage a sales organization

🎯 Requirements

• 7+ years of quota-carrying enterprise B2B sales experience, including at least 3 years in a senior Enterprise AE or Director-level closing role • Experience selling into HR, Total Rewards, Benefits, or CSR decision-makers at enterprise employers • Personally carried an annual new-business quota of at least $1.5M (ARR, contract value, premium, or equivalent), with a measurable record of attainment • Personally closed complex, multi-stakeholder deals with employers of 10,000+ employees • Experience selling employee-elected, payroll-deducted benefits, workplace-giving programs, or similar enterprise HR offerings • Proven ability to build enterprise pipelines from zero through outbound prospecting • Ability to communicate complex concepts simply — including payroll deduction and federal tax-credit mechanics — while appropriately directing tax advice to qualified professionals • Legally authorized to work in the United States without sponsorship • Able to work remotely with approximately 40% travel • Nice to have: Experience selling voluntary or ancillary benefits such as education, financial wellness, pet insurance, legal, or identity-protection programs • Nice to have: Experience selling workplace-giving or CSR platforms • Nice to have: Existing relationships with enterprise HR, Total Rewards, or CSR leaders • Nice to have: Familiarity with payroll systems, HRIS platforms, and withholding mechanics • Nice to have: Experience creating a new market category or launching a zero-to-one enterprise go-to-market motion

🏖️ Benefits

• Remote, U.S.-based, with approximately 40% travel • Start date: as soon as possible