Regional Sales Director, Enterprise

AbsenceSoft

$110K — $130K *
US-AnywhereRemote in United States
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-5 years managing B2B SaaS Account Executive teams
  • Bachelor's degree in Business, Marketing, or related field
  • Strong deal coaching ability in complex sales cycles
  • Proven history of meeting or exceeding revenue targets
  • Expertise in pipeline management and forecasting
  • Familiarity with CRM systems like Salesforce
  • Ability to influence and develop sales professionals

Responsibilities

  • Lead and coach a team of Enterprise Account Executives to meet quotas
  • Oversee daily sales operations including pipeline development
  • Conduct one-on-ones and performance assessments for skill development
  • Standardize sales processes and methodologies across the team
  • Collaborate with Sales Operations to analyze performance metrics
  • Align with Marketing for campaign and lead quality
  • Guide Account Executive strategy based on competitive landscape
  • Assist in key deals, providing coaching and strategy support
  • Drive utilization of CRM and sales tools like Salesforce
  • Support hiring and onboarding of new Account Executives
  • Ensure compliance with company controls and security
  • Other duties as assigned

Benefits

  • Remote-based role with regional travel
  • Comprehensive medical, dental, vision, and life insurance
  • 401(k) with company match after one year
  • Support for professional growth including certification opportunities
  • Engaging work environment in beautiful Denver, Colorado
Full Job Description
Regional Sales Director, Enterprise

We're Looking for a Regional Sales Director, Enterprise

The Regional Sales Director leads and develops a team of Enterprise Account Executives to drive new business growth across an assigned region, ensuring consistent execution of revenue goals and high-quality sales delivery within AbsenceSoft's B2B SaaS environment. This role provides hands-on leadership, coaching, performance management, and operational rigor to support the attainment of revenue goals, while partnering closely with Marketing, Sales Operations, Customer Success, and Product to maintain pipeline health and refine sales strategies. This position is instrumental in scaling and optimizing AbsenceSoft's sales engine while developing the next generation of sales talent. The ideal candidate is an experienced sales leader with a proven track record of coaching and developing enterprise Account Executive teams in high-growth SaaS environments.

What You'll Do

  • Lead, manage, and coach a team of Enterprise Account Executives to achieve individual and team quota objectives
  • Oversee day-to-day sales activities, including pipeline development, opportunity management, and forecasting accuracy
  • Conduct regular one-on-ones, deal reviews, and performance assessments to support skill development and accountability
  • Implement and reinforce standardized sales processes, methodologies, and best practices across the team
  • Partner with Sales Operations to analyze key performance metrics and identify areas for improvement
  • Collaborate with Marketing to ensure campaign alignment, lead quality, and pipeline coverage
  • Work with Product and Revenue leadership to communicate market feedback and inform product strategy and positioning
  • Monitor the competitive landscape and guide Account Executive strategy to differentiate AbsenceSoft's value proposition
  • Actively participate in key deals, providing coaching and deal strategy support to help Account Executives close business
  • Drive consistent usage and optimization of CRM and sales tools, including Salesforce, Salesforce CPQ, Gong, Outreach, and Ironclad
  • Support hiring, onboarding, and continuous development of Account Executives to build a strong talent pipeline
  • Coach the team on MEDDPICC methodology and ensure it's applied consistently across deal reviews and pipeline management
  • Participate in a highly compliant environment while assisting to maintain company controls and security within your job role
  • Assist in maintaining applicable organizational security and compliance controls within your department, role, and subordinates' roles
  • Other duties as assigned

What You'll Bring

Required:

  • 3-5 years of experience managing Account Executive teams in B2B SaaS sales
  • Bachelor's degree in Business, Marketing, Communications, or related field, or equivalent practical experience
  • Demonstrated ability to provide hands-on deal coaching and support to help Account Executives navigate complex sales cycles
  • Proven track record of leading teams to meet or exceed revenue targets
  • Proficiency in pipeline management, opportunity qualification, and forecasting
  • Strong working knowledge of CRM systems (e.g., Salesforce) and sales-enablement tools
  • Demonstrated ability to lead, influence, and develop enterprise SaaS Account Executives

Preferred:

  • Experience selling leave management, HR, or workforce management solutions into large enterprise organizations (10,000+)
  • Knowledge of compliance, labor, and leave laws (FMLA, ADA, PWFA, etc.)
  • Formal training in or understanding of sales methodologies like MEDDICC, Challenger, or Sandler
  • Experience working in a high-growth, scaling SaaS environment

What to Know Before You Apply

  • Based near beautiful Denver, Colorado
  • This is a remote-based role supporting a specific region, with travel required
  • Full-time, salaried position plus bonus
  • Comprehensive benefits, including full medical, dental, vision, and life insurance
  • 401(k) with company match after your first year
  • Support for professional growth, including industry training, CLMS Certification, and additional industry and technology certifications


Compensation: Base salary range for this full-time position is $110,000 - $130,000 annually + $150,000 commission + benefits. The expected On-Target Earnings (OTE) for this role is ~$280,000.

Final compensation is determined based on a candidate's relevant experience, skills, education, and geographic location. This position is also eligible for annual bonus.

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