Enterprise Account Executive

Stride Funding
Boston, MA Full Time
POSTED ON 3/14/2024

Enterprise Account Executive

Location Preferences:

Boston, MA; Chicago, IL; Newark, NJ; Austin, TX; Philadelphia, PA (open to other locations for a strong candidate)


About Us 


Stride Funding is a venture-backed, mission-driven startup transforming access to education and career pathways. We are revolutionizing the way employers attract and retain critical talent, while simultaneously tackling the student debt crisis. (Yep, we think BIG.) Our innovative platform meaningfully connects employers, educational institutions, and diverse talent to drive mutual benefit—using accessible education financing as the thread. We like to think of ourselves as more than a fintech; we’re a catalyst for economic mobility. 


A Forbes Fintech 50 company, portfolio company of SHRM (Society of Human Resource Management — the largest HR organization out there!) and recipient of “Startup of the Year” by StartUp Boston, Stride is driven by our commitment to social impact and innovation. We are reshaping the future of the workforce one opportunity at a time. Join us on our journey to give power to learners and unlock fulfilling careers that drive positive change in their communities and beyond.


What We Need


Stride is excited to bring on an Account Executive responsible for driving new business for Stride Funding’s new Employer Sales product. A Stride AE will be comfortable navigating sophisticated organizations and demonstrate outstanding sales prowess and discipline. The right person for this role will be a self-starter who knows how to move deals through the sales funnel, tailoring their sales approach to the potential buyer’s needs, and evangelizing the Stride solution in a compelling yet approachable way. Account Executives will measure success by attaining assigned quota, forecasting accuracy, and the growth of accounts in your region. 


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What You'll Do
  • Conduct meetings with relevant prospects, articulating the value proposition of Stride in a sophisticated, compelling, personalized and empathetic way. 
  • Prepare extensively for meetings and conduct thorough and useful follow up. 
  • Shepherd deals from first meeting through close. Identify stakeholders, decision-makers, influencers and champions, and thread the deal appropriately through the prospect’s organization. 
  • Create and update sales proposals. Create urgency for deals and use innovative tactics to keep deals warm. 
  • Build and maintain a healthy pipeline while maintaining outstanding CRM hygiene and providing accurate forecasts.
  • Participate in ongoing sales training and call review sessions, pursuing continuous improvement.
  • Build relationships with key targets in defined territory, nurturing deals over time.
  • Use appropriate social media channels to build personal brand among key prospects and influencers
  • Collaborate with channel partners as necessary
  • Consistently meet and strive to exceed ambitious sales goals 


What You'll Need
  • 5 years with a demonstrated track record of winning new business in healthcare or HR Tech
  • High sales drive with a “right fit” sales mentality
  • Consistent and proven delivery of attaining quota targets and maintaining a healthy pipeline
  • Proficiency with key sales tools: CRM, Fathom, LinkedIn etc
  • Strong executive presence and great verbal and communication skills with prior experience selling directly to and ability to influence C-level executives
  • Passionate about forecast accuracy and sales hygiene
  • Dedicated follow up skills that allow nothing to fall through the cracks
  • Ability to use data, research and thought leadership to make the business case for a deal
  • Self-Starter; Independent, flexible and adaptable. Thrives in a startup environment.  
  • High emotional intelligence
  • Ability to travel up to 25% 
  • Experience focusing on relationships with people leaders in the healthcare industry would be ideal but not required.


What We Give in Return
  • Competitive cash and equity compensation 
  • Attractive incentive compensation structure
  • Health benefits (health & dental), 401k
  • Commuter benefits
  • Flexible PTO policy
  • Opportunities to grow and perform in a fast-paced environment alongside a stellar team.


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$100,000 - $150,000 a year
Enterprise Account Executives will have a total compensation package with a mixture of base salary, incentive compensation, and equity. The number listed above encompasses the BASE SALARY ONLY.

The total compensation range for this position is competitive and will be commensurate with the candidate's experience, qualifications, and industry knowledge. In addition to the base salary, and variable compensation targeted at $100,000 annually, we also offer an attractive equity component as part of our compensation package, providing an opportunity for eligible employees to share in the success and growth of our company. We are committed to offering competitive compensation and benefits packages to attract and retain top talent.
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If you are a highly driven individual with a passion for sales and technology, and you thrive in a dynamic and fast-paced environment, we want to hear from you! Join us in revolutionizing the workforce solution industry and making a meaningful impact on businesses worldwide. Apply now to be a part of our growing team!


We are committed to creating a diverse and inclusive workplace where all employees feel valued, respected, and empowered to contribute their unique perspectives and talents. Stride is an equal opportunity employer and prohibits discrimination and harassment of any kind. We embrace diversity and are dedicated to providing equal employment opportunities to all individuals regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.

Salary.com Estimation for Enterprise Account Executive in Boston, MA
$145,757 to $214,414
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