Senior Account Executive, Stealth Educational Startup (Remote) - $200,000/year USD

What You Will Be Doing

• Develop an outbound enterprise pipeline targeting HR, Total Rewards, Benefits, CSR, Finance, and Legal stakeholders at large employers
• Conduct discovery conversations that identify buyer concerns, approval pathways, resistance points, and implementation readiness
• Execute the sale of a federal tax-credit-enabled workplace-giving solution across complex, multi-party enterprise sales cycles
• Address inquiries concerning tax credits, ERISA compliance, state eligibility criteria, legal scrutiny, finance approval, and employer launch authorization
• Collect buyer insights from sales conversations to sharpen the ideal customer profile, value messaging, and go-to-market approach

Basic Requirements

• 7+ years of enterprise B2B sales experience
• Documented success selling to HR, Total Rewards, Benefits, CSR, or workplace-giving decision-makers
• Verified track record of complex enterprise quota achievement with multi-stakeholder buying committees
• Robust outbound prospecting capabilities and proven ability to generate pipeline from scratch
• Capacity to articulate complex tax-credit-funded offerings with precision to executive, legal, and finance stakeholders
• Executive-level presence and consultative engagement with senior enterprise buyers
• US work authorization
• Capability to work remotely and travel as required

Nice-to-have Requirements

• Background selling workplace giving, employee benefits, HR tech, CSR, or philanthropy solutions to large employers
• Track record of building demand for an emerging category or missionary sale without a recognized budget line
• Knowledge of payroll giving, federal tax credits, ERISA, or state eligibility considerations
• Career progression from quota-carrying SDR or BDR to enterprise AE

About Stealth Educational Startup

We are a stealth educational startup in Austin, TX (center of educational innovation in US). We are building an online community focusing on the most underserved customer base in US education - gifted and talented kids.

Working with Us

• This is a full-time (40 hours per week), long-term position
• The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record
• The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year
• The payment period is weekly
• Consult www.crossover.com/help-and-faqs for more details on this topic