Enterprise Account Executive

Department: Commercial

Location: US-Remote

Compensation: $125K • Offers Equity • Offers Commission • Multiple Ranges

Employment Type: FullTime

About Us:
DailyPay is transforming the way people get paid. As a worktech company and the industry’s leading on demand pay solution, DailyPay uses an award-winning technology platform to help America’s top employers build stronger relationships with their employees. This voluntary employee benefit enables workers everywhere to feel more motivated to work harder and stay longer on the job while supporting their financial well-being outside of the workplace.
DailyPay is headquartered in New York City, with operations throughout the United States as well as in Belfast. For more information, visit DailyPays Press Center.

The Role:

Reporting to our Sales Director, the Enterprise Account Executive will drive revenue for the company on the front lines of net new business. You will work directly with stakeholders and potential clients to further the success of DailyPay.

We believe that top performers can come from a variety of backgrounds. We value strategic thinking, resilience, and a passion for solving complex problems over a conventional resume. If you are a natural relationship-builder who is eager to learn and leverage technology to succeed at the enterprise level, we want to talk to you. If this opportunity excites you, we encourage you to apply even if you do not meet all of the qualifications.

How You Will Make an Impact:

• Become a DailyPay product maven and perfect your skills in presenting our value proposition.

• Pitch and close qualified prospects through webinars, strategic calls, and in-person presentations.

• Master and leverage our tech stack (e.g., Salesforce, sales engagement tools) to build a more efficient and effective sales process.

• Navigate complex corporate structures to demonstrate value to multiple senior stakeholders.

• Use financial and analytical insights to build compelling business cases for partner organizations.

• Own and cultivate a pipeline of valuable relationships, consistently moving partners toward a successful close.

• Drive revenue production by meeting and exceeding your goals.

What Will Make You Successful:

• Complex Deal Management: Extensive experience navigating long, complex sales cycles with multiple C-suite stakeholders and significant contract values.

• Strategic Advisor: The proven ability to build trust and influence senior executives by acting as a sophisticated, consultative partner.

• Tech-Forward & Adaptable: A strong aptitude for technology and a drive to master new tools (CRM, sales automation) to create a more strategic and efficient process.

• Analytical Thinker: A highly strategic and data-driven approach, used to build compelling business cases and navigate complex organizations.

• Resilient & Curious: A coachable, curious mindset, motivated by solving sophisticated challenges for our partners.

Bonus Points If You Have:

• Experience in B2B inside or outside sales

• Direct experience in enterprise-level HR Technology, FinTech, or SaaS sales.

• Formal training in a sales methodology (e.g., MEDDPICC, Sandler, etc.)

What We Offer:

• Exceptional health, vision, and dental care

• Opportunity for equity ownership

• Life and AD&D, short- and long-term disability

• Employee Assistance Program

• Employee Resource Groups

• Fun company outings and events

• Unlimited PTO

• 401K with company match

High-performing cultures arent built in silos, they thrive on partnership. At DailyPay, we Commit Together to an inclusive, professional environment where multifaceted perspectives are our greatest competitive advantage. We recognize that our team members don’t live “single-issue lives,” and we lean into the wide-ranging backgrounds and life stages that sharpen our collective decision-making.

In our high-trust environment, we empower you to Challenge Norms. We’ve created a space where it is safe to ask difficult questions, disrupt the status quo, and share bold perspectives without fear of professional fallout. We believe that by checking our own assumptions and staying curious about the experiences of others, we arrive at better, more innovative results.

We provide the space for you to do your best work through peer advocacy and transparent career development. If you are looking for a culture that values intellectual honesty, celebrates the unique lived experiences of its people, and thrives on collective success, you’ll find it here.

If you require reasonable accommodation for any aspect of the recruitment process, please send a request to [email protected]. All requests for accommodation will be addressed as confidentially as practicable.

DailyPay is an equal opportunity employer. All qualified applicants will receive consideration without regard to race, color, religion or creed, alienage or citizenship status, political affiliation, marital or partnership status, age, national origin, ancestry, physical or mental disability, medical condition, veteran status, gender, gender identity, pregnancy, childbirth (or related medical conditions), sex, sexual orientation, sexual and other reproductive health decisions, genetic disorder, genetic predisposition, carrier status, military status, familial status, or domestic violence victim status and any other basis protected under federal, state, or local laws.