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Regional Sales Director, Enterprise

Remote / Online - Candidates ideally in
Denver, Denver County, Colorado, 80285, USA
Listing for: Triwill Group
Full Time, Remote/Work from Home position
Listed on 2026-08-29
Job specializations:
  • Sales
    SaaS Sales, Director of Sales, Account Manager
Salary/Wage Range or Industry Benchmark: 110000 - 280000 USD Yearly USD 110000.00 280000.00 YEAR
Job Description & How to Apply Below
# Regional Sales Director, Enterprisemid Remote Remote All  jobs Remote jobs Remote Sales Sales Jobs## Skills Sales ManagementB2B SaaS Sales Coaching Performance  Management Pipeline Development Opportunity Management

ForecastingCRM Systems Salesforce Salesforce  CPQGongOutreach## 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 Absence Soft'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 Absence Soft'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 DoLead, 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 Absence Soft'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…
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