Director, Large Enterprise Sales
New
Fully remote work environment within the United States.Full-TimeDirector
Salary163,000 - 250,000 USD per year
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Job Details
- Experience
- 10+ years of experience in enterprise SaaS, fintech, HCM, payroll technology, or related enterprise software sales environments; 3–5+ years of experience leading and developing high-performing enterprise sales teams.
- Required Skills
- SaaS
Requirements
- 10+ years of experience in enterprise SaaS, fintech, HCM, payroll technology, or related enterprise software sales environments.
- 3–5+ years of experience leading and developing high-performing enterprise sales teams.
- Proven success selling into and managing sales organizations focused on large enterprises with 5,000–20,000 employees.
- Demonstrated ability to navigate complex sales cycles involving executive stakeholders, procurement, legal, security, and cross-functional buying committees.
- Deep expertise in MEDDPICC, Sandler, and consultative sales methodologies.
- Strong leadership skills with experience coaching, mentoring, and holding sales professionals accountable.
- Exceptional communication, presentation, and executive relationship-building abilities.
- Strong business acumen and ability to position solutions through compelling value-based storytelling.
- Experience managing forecasts, pipelines, and sales operations within structured enterprise environments.
- Results-driven mindset with the ability to thrive in fast-paced, growth-oriented organizations.
Responsibilities
- Lead, coach, and develop a team of Large Enterprise Account Executives focused on acquiring new enterprise customers within the 5,000–20,000 employee segment.
- Drive strategic pipeline generation, account planning, and execution across complex enterprise sales cycles involving multiple decision-makers and procurement processes.
- Ensure consistent adoption and execution of enterprise sales methodologies, including MEDDPICC, Sandler, and consultative selling frameworks.
- Conduct regular pipeline reviews, deal inspections, forecasting sessions, and performance evaluations to maintain sales excellence.
- Coach team members on executive engagement, discovery techniques, negotiation strategies, objection handling, and value-based selling.
- Build a high-performance culture centered on accountability, continuous improvement, and achievement of revenue targets.
- Partner with Legal, Security, Finance, Product, Marketing, and Customer Success teams to remove obstacles and accelerate strategic opportunities.
- Strengthen executive-level storytelling capabilities, helping sellers articulate business value, workforce impact, and return on investment.
- Support relationship management within existing enterprise accounts to identify expansion opportunities and reinforce long-term partnerships.
- Monitor sales performance metrics and provide leadership with accurate forecasting and strategic insights.
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