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DailyPay is a worktech company transforming how people access their earned wages through on-demand pay solutions. As Director of Enterprise Sales, you will lead a high-performing Account Executive team driving net-new revenue growth across enterprise segments. This is a strategic leadership role reporting to the VP of Sales, where you'll own team recruitment, development, and performance management while serving as the principal escalation point for complex enterprise deals.
Key responsibilities include: recruiting and developing Account Executives with focus on performance elevation and retention; orchestrating complex multi-threaded enterprise deals and designing innovative sales strategies; delivering accurate weekly, quarterly, and annual revenue forecasts using metrics-based management; defining and executing tactical plans to penetrate target market segments and verticals; partnering with Sales Operations, Marketing, Product, and Legal on go-to-market alignment; developing scalable sales methodologies and playbooks for complex fintech solutions; driving CRM adoption and sales enablement technology utilization; and serving as a market evangelist educating the labor and corporate marketplace on DailyPay's strategic benefits.
You bring 7+ years of professional sales experience with at least 3+ years successfully managing and scaling a B2B enterprise sales team. You have a proven track record selling complex SaaS, HR Tech, FinTech, or Enterprise Business Intelligence solutions. You excel at translating corporate goals into actionable sales plans with measurable revenue outcomes. You're proficient with Salesforce and modern sales tech stacks (Clari, Gong, Salesloft). You possess elite communication, negotiation, and public speaking skills with verified capability to influence and close deals at C-suite level. Bachelor's degree in Business Administration, Marketing, Communications, or related field required.
DailyPay offers comprehensive health, vision, and dental coverage; equity ownership opportunity; life and AD&D insurance; short- and long-term disability; Employee Assistance Program; Employee Resource Groups; unlimited PTO; and 401(k) with company match. The company is headquartered in NYC with US operations and a Belfast office.
