Account Executive, SME

DailyPay, Inc.; New York (NY); Hybrid; USD 120,000 - 180,000; Full time

Benefits offered by this job

Exceptional health, vision, and dental

Equity ownership

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

Employee Assistance Program

Employee Resource Groups

Fun company outings and events

Unlimited PTO

401K with company match

Job summary

DailyPay is a leader in On-Demand Pay, helping employers modernize how people get their pay. The SME Account Executive drives new business in the sub-1,000 employee segment, owning the full sales cycle from prospecting to close.

You will engage HR, Payroll, Finance, and Operations leaders, build ROI-driven business cases, and lead negotiations to secure agreements in line with DailyPay guidelines.

Qualifications

• 3+ years of successful B2B SaaS sales experience.
• Proven outbound sales success with self-generated pipeline.
• Experience with MEDPICC and Sandler methodologies.
• Excellent communication and ability to convey complex concepts.
• Strong business acumen and data-driven decision-making.

Responsibilities

• Own the full sales cycle for prospects with sub-1,000 employees, consistently meeting or exceeding quota.
• Build and maintain a healthy pipeline through outbound prospecting, ABM, referrals, and follow-up.
• Conduct compelling product demonstrations and business discussions to communicate DailyPay's value proposition.
• Engage stakeholders across HR, Payroll, Finance, and Operations to drive consensus and executive buy-in.
• Develop ROI-driven business cases using data and insights to support customer decisions.
• Lead contract negotiations and facilitate agreement execution following company guidelines.
• Partner with Solution Engineers, Implementation Managers, and Client Success Managers for a smooth onboarding and launch.
• Attend industry conferences and events quarterly to build relationships and generate pipeline.

Skills

Outbound sales

SaaS sales

B2B sales

Negotiation

Consultative selling

Stakeholder management

CRM hygiene

Job description

Commercial SME Sales & Business Development

Compensation

About Us:
DailyPay is the leader in On-Demand Pay, helping employers modernize how people get their pay. DailyPay serves more than 1,900 employers and over 6 million employees, including many of the world's most recognized brands. By providing real-time access to earned pay and financial wellness tools, DailyPay helps employees manage their finances and helps employers attract and retain talent. DailyPay is helping define the future of pay, where money moves at the speed of work. Learn more at DailyPay's Press Center.

The Role:

The SME Account Executive is responsible for driving net new business within the sub-1,000 employee segment. Reporting to a Sales Director, this role manages the full sales cycle from prospecting through close, serving as a trusted advisor to prospective clients and demonstrating how DailyPay solves critical workforce and business challenges.

How You Will Make an Impact:

Own the full sales cycle for prospective clients with <1,000 employees, consistently achieving or exceeding quota

Build and maintain a healthy pipeline through outbound prospecting, account-based outreach, referrals, and strategic follow-up

Conduct compelling product demonstrations and business discussions that clearly communicate DailyPay’s value proposition

Engage and influence stakeholders across HR, Payroll, Finance, and Operations to drive consensus and executive buy-in

Develop ROI-driven business cases using data and insights to support customer decision-making

Lead contract negotiations and facilitate agreement execution in accordance with company guidelines

Partner closely with Solution Engineers, Implementation Managers, and Client Success Managers to ensure a seamless customer launch and onboarding experience

Attend industry conferences, networking events, and partner-led events at least quarterly to build relationships, generate pipeline, and represent the DailyPay brand

Maintain knowledge of the HCM, Payroll, and Fintech landscape to effectively position DailyPay and address competitive challenges

What You Bring to The Team:

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

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 [e-mail] . 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.