SaaS Account Executive – SMB Growth, Equity, Unlimited PTO

DailyPay, Inc.; United States; Remote; USD 90,000 - 140,000; Full time

Benefits offered by this job

Health, vision, and dental care

Equity ownership

Life and AD&D, disability insurance

Employee Assistance Program

Employee Resource Groups

Fun company outings and events

Unlimited PTO

401K with company match

Job summary

DailyPay is seeking a results-driven SME Account Executive to own the full sales cycle for clients under 1,000 employees. You will drive outbound pipeline, conduct compelling product demos, and engage HR, Payroll, Finance, and Operations stakeholders to secure executive buy-in and deal closure.

Leverage MEDPICC and Sandler methodologies to craft ROI-based business cases and lead negotiations. Collaborate with Solution Engineers, Implementation, and Client Success to ensure a smooth launch and

Qualifications

• 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.

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

Skills

B2B SaaS sales

Outbound prospecting

CRM hygiene

Negotiation

Communication of complex tech

Tools

MEDPICC

Sandler sales

Job description

DailyPay is seeking a results-driven SME Account Executive to own the full sales cycle for clients under 1,000 employees. You will drive outbound pipeline, conduct compelling product demos, and engage HR, Payroll, Finance, and Operations stakeholders to secure executive buy-in and deal closure.

Leverage MEDPICC and Sandler methodologies to craft ROI-based business cases and lead negotiations. Collaborate with Solution Engineers, Implementation, and Client Success to ensure a smooth launch and