Account Executive, Small-to-Medium Enterprise

📋 Description

• • The traditional pay cycle is outdated, and DailyPay is changing the game. We are the undisputed leader in On-Demand Pay, serving over 1,900 employers and 6M+ workers and we were just named the #1 Earned Wage Access provider!
• • The SME Account Executive is a dynamic, results-oriented sales professional responsible for driving net new business within the 500–2,000 employee segment.
• • Reporting to the Sales Director, you will manage the full sales cycle from initial outreach to close, focusing on regional territory growth.
• • You will serve as a DailyPay product expert, building foundational relationships with key stakeholders and leveraging data-driven insights to demonstrate how our platform solves critical business challenges for growing organizations.
• • You will own the full sales cycle for prospective clients with <1,000 employees, consistently achieving or exceeding quota.
• • You will build and maintain a healthy pipeline through outbound prospecting, account-based outreach, referrals, and strategic follow-up.
• • You will conduct compelling product demonstrations and business discussions that clearly communicate DailyPay’s value proposition.
• • You will engage and influence stakeholders across HR, Payroll, Finance, and Operations to drive consensus and executive buy-in.
• • You will develop ROI-driven business cases using data and insights to support customer decision-making.
• • You will lead contract negotiations and facilitate agreement execution in accordance with company guidelines.
• • You will partner closely with Solution Engineers, Implementation Managers, and Client Success Managers to ensure a seamless customer launch and onboarding experience.
• • You will attend industry conferences, networking events, and partner-led events at least quarterly to build relationships, generate pipeline, and represent the DailyPay brand.
• • You will maintain knowledge of the HCM, Payroll, and Fintech landscape to effectively position DailyPay and address competitive challenges.
• • 3+ years of successful B2B SaaS sales experience, preferably within HR, Payroll, HCM, HRIS, or related technology solutions.
• • Proven success in a predominantly outbound sales environment with a track record of self-generating pipeline and exceeding quota.
• • Familiarity with MEDPICC and Sandler sales methodologies.
• • Strong consultative selling, discovery, negotiation, and relationship-building skills.
• • Ability to communicate complex technical concepts to both technical and non-technical audiences.
• • Strong business acumen, analytical thinking, and experience building value-based business cases.
• • Highly organized with excellent CRM hygiene and pipeline management discipline.
• • Coachable, resilient, and adaptable in a fast-paced, high-growth environment.
• • 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 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.