Enterprise Sales Director
About The Position
The Director of Enterprise Sales provides strategic leadership to the Account Executive team, directly driving net-new revenue growth and maximizing DailyPay’s market expansion across key enterprise segments. Serving as a principal advisor and escalation point, this role reconciles complex stakeholder perspectives across multi-threaded enterprise deals to secure high-value partnerships. The Director establishes functional sales objectives, implements metrics-based management cultures, and aligns team execution with broader corporate growth targets. By cultivating a high-performance culture, this leader significantly impacts the competitive positioning and long-term operational effectiveness of the sales function.
Requirements
- 7+ years of professional sales experience, with at least 3+ years successfully managing and scaling a high-performing B2B enterprise sales team.
- Demonstrated track record of success selling complex SaaS, HR Tech, FinTech, or Enterprise Business Intelligence solutions.
- Proven ability to translate high-level corporate goals into actionable sales plans, structured processes, and measurable revenue outcomes.
- Exceptional proficiency utilizing Salesforce and modern sales tech stacks (e.g., Clari, Gong, Salesloft) for predictable pipeline management.
- Elite communication, negotiation, and public speaking skills, with a verified capability to influence and close deals at the C-suite level.
- Bachelor’s degree in Business Administration, Marketing, Communications, or a related professional field.
Responsibilities
- Recruit, develop, and manage a high-performing Account Executive team, focusing on continuous performance elevation and talent retention.
- Serve as the executive escalation point for complex enterprise prospects, designing innovative deal strategies to accelerate sales cycles.
- Deliver highly accurate weekly, quarterly, and annual revenue forecasts to the VP of Sales, utilizing metrics-based management data.
- Define and execute tactical plans to maximize DailyPay's penetration across target market segments and enterprise verticals.
- Partner closely with Sales Operations, Marketing, Product, and Legal teams to ensure seamless alignment on go-to-market strategies and resource deployment.
- Develop, refine, and enforce scalable sales methodologies, playbooks, and value propositions tailored for complex financial technology solutions.
- Drive the strict adoption of CRM strategies, sales enablement technologies, and data analytics to optimize pipeline health and visibility.
- Serve as a principal market evangelist, educating the broader labor and corporate marketplace on the strategic benefits of DailyPay’s platform.
Benefits
- 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
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What This Job Offers
Job Type
Full-time
Career Level
Director
