Account Executive, Small-to-Medium Enterprise

DailyPay•Minneapolis, MN

1d•$100,000 - $100,000•Hybrid

About The Position

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 The traditional pay cycle is outdated, and DailyPay is changing the game.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! To power this momentum, we are rapidly expanding our sales organization. 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.

Requirements

3+ years of experience in B2B sales (SaaS, HR technology, or financial services preferred), with a history of meeting or exceeding quotas.
Demonstrated ability to build trust with stakeholders and navigate mid-market corporate structures.
Strong verbal and written communication skills, with professional fluency in presenting technical product features to non-technical audiences.
High level of business acumen with the ability to interpret data and use financial tools to communicate value.
Exceptional detail orientation and organizational skills, specifically regarding CRM hygiene and pipeline management.
A coachable, resilient mindset with the ability to thrive in a fast-paced environment and adapt to evolving sales strategies.

Responsibilities

Independently manage and execute sales cycles for companies within the SME segment (500–2,000 employees) to meet or exceed monthly quotas.
Conduct high-impact product demonstrations via webinars and in-person meetings, effectively articulating the DailyPay value proposition to prospect champions.
Proactively build and maintain a robust pipeline of qualified opportunities using modern sales tools (Salesforce, Salesloft) and outbound prospecting techniques.
Identify and engage with key influencers and decision-makers across HR, Finance, and Operations departments to build consensus.
Utilize DailyPay’s analytical tools to present clear business cases, highlighting employee benefit ROI and retention improvements for partners.
Manage and facilitate the negotiation of service terms and agreements with prospect decision-makers, ensuring alignment with company guidelines.
Partner with Sales Development and Implementation teams to ensure a seamless transition of accounts and long-term partner success.
Maintain up-to-date knowledge of the HCM and Fintech landscape to effectively handle objections and position DailyPay against competitors.