Large Enterprise Account Executive

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 DailyPay's Press Center.
The Role:

Reporting to our Sales Director, the Large Enterprise Account Executive will be responsible for driving revenue from our high-value accounts. You will operate as a trusted partner to stakeholders and C-suite executives at some of the world's leading companies, helping them solve complex business challenges and furthering the success of DailyPay.

We believe that the best sales professionals can come from a variety of backgrounds. We value deep business acumen, resilience, and a passion for strategic problem-solving over a conventional resume. If you are a sophisticated relationship-builder who leverages technology and insight to drive massive impact, 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 adept at conveying the value to a sophisticated executive audience
• Lead the entire sales cycle, from prospecting and pitching to negotiating and closing our larger and more complex deals
• Gain proficiency and capitalize on our tech stack (e.g., Salesforce, sales engagement tools) for sophisticated account planning and pipeline management
• Navigate intricate corporate structures, building consensus and demonstrating clear ROI to multiple C-level stakeholders
• Use advanced financial and analytical modeling to build and communicate compelling, multi-year business cases
• Own and orchestrate a pipeline of high-value relationships, consistently moving partners toward a successful close
• Consistently drive revenue production by meeting and exceeding your goals

What You Bring to The Team:

• Strategic Dealmaker: A deep history of leading and closing highly complex, seven-figure-plus deals within Fortune 500 or equivalent organizations
• C-Suite Partner: Exceptional executive presence with a proven ability to operate as a trusted, strategic advisor to C-level leadership
• Process & Tech Mastery: A sophisticated command of enterprise sales methodologies and technology, used for strategic account planning and team orchestration
• Superior Business Acumen: The ability to build and articulate intricate business cases focused on long-term strategic value and ROI
• Autonomous & Resilient: A driven, curious mindset with the poise and resilience required to succeed in the most challenging sales environments

Bonus Points If You Have:

• 5+ years of experience in B2B inside or outside sales
• Direct experience selling complex HR Technology, FinTech, or SaaS solutions to large enterprise or strategic accounts
• Established relationships with CHROs, CFOs, and other senior executives in key industries

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 aren't 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 View email address on click.appcast.io. 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.