Account Executive, SME

OpenKrill; United States; Remote; USD 90,000 - 140,000; Full time

Benefits offered by this job

Health, vision, and dental

Equity ownership

Life and AD&D

Disability insurance

Employee Assistance Program

Employee Resource Groups

Company outings

Unlimited PTO

401K with company match

Job summary

DailyPay is seeking an SME Account Executive to own the full sales cycle for employers with fewer than 1,000 employees. You will drive new business, build a strong pipeline, and lead ROI-driven discussions with HR, Payroll, Finance, and Operations to secure executive buy-in.

You will demonstrate DailyPay’s value through product demos, negotiate contracts, and collaborate with Solution Engineers, Implementations, and Client Success teams to ensure a smooth onboarding experience.

Qualifications

• 3+ years of B2B SaaS sales experience.
• Outbound prospecting and pipeline development experience.
• Familiarity with MEDPICC and Sandler methodologies.
• Strong consultative selling, discovery, negotiation and relationship-building skills.

Responsibilities

• 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.

Skills

B2B SaaS sales

Outbound sales

MEDPICC

Sandler methodologies

Consultative selling

CRM hygiene

Relationship-building

Negotiation

Job description

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. http://www.dailypay.com/press

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.