Regional Sales Director, Mid-Market

AbsenceSoft, LLC · via Himalayas ·

Budget / Salary$110,000–130,000
TypeFull-time job
LocationUnited States
Posted19 hours ago
At AbsenceSoft, we’re transforming the employee experience. Our secure, intuitive technology helps employers bring humanity, certainty, and efficiency to some of the most complex moments in the workplace. Built by HR professionals for HR professionals, we’re proud of where we’ve been and even more excited about where we’re going.
We're hiring two Regional Sales Directors, Mid-Market — one supporting our Central Region and one supporting our East Region. In this role, you'll lead and develop a team of Mid-Market Account Executives to drive new business growth across your assigned region, ensuring consistent execution of revenue goals and high-quality sales delivery within AbsenceSoft's B2B SaaS environment. You'll provide 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. This is a remote-based role supporting a specific region, with travel required. The ideal candidate is an experienced sales leader with a proven track record of coaching and developing mid-market Account Executive teams in high-growth SaaS environments.
This is a remote, East or Central US region-based role that requires travel.
WHAT YOU'LL DO

Lead, manage, and coach a team of Mid-Market 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

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 mid-market SaaS Account Executives

Experience selling leave management, HR, or workforce management solutions is a plus

Knowledge of compliance, labor, and leave laws (FMLA, ADA, PWFA, etc.) is a plus

Formal training in or understanding of sales methodologies like MEDDICC, Challenger, or Sandler is a plus

Experience working in a high-growth, scaling SaaS environment is a plus

Why join us
At AbsenceSoft, we LEAD with our values:
Lead with Innovation - We create meaningful change through intelligence, focus and passion.We embrace curiosity, data, and insight to shape the future of our industry. Always innovating, learning and evolving.
Elevate Every Voice - Every perspective matters. We listen, learn, and build a culture where diversity of thought and experience drives better solutions and smarter decisions.
Achieve Together - The customer fuels everything we do. We share knowledge, collaborate, celebrate wins, and face challenges as one team because success is always a collective achievement.
Drive Outcome - Every action we take delivers measurable value to our teams, our customers, and the employees they support. Accountability is non-negotiable. We honor our commitments, take responsibility for results, and see every success and setback as a chance to grow stronger.
We offer:

Impact that matters. You’ll do work that shapes the future of the modern workplace

Flexibility and trust. We’re remote-first and results driven. You’ll have the freedom and flexibility to do your best work, wherever you do it best.

Growth and development. We believe the best work happens when people are growing. You’ll have access to learning resources, leadership programs, and real opportunities to take on new challenges and expand your impact.

Competitive rewards. We offer comprehensive benefits, a performance-based bonus program, and equity opportunities – because when we grow, you should too.

Time for life. Recharge and reconnect with flexible time off, paid holidays, and flexible leave programs designed to support every season of life.

Belonging and balance. We’re building an inclusive culture where every voice is valued, collaboration is celebrated, and success is shared.

We’re committed to building a team as diverse as the customers we serve. If your experience doesn’t align perfectly with every qualification, we still encourage you to apply you might be exactly what we’re looking for. If this sounds like a fit, apply today, we’d love to meet you!
Compensation: Compensation: Base salary range for this full-time position is $110,000 - $130,000 annually + bonus/commission + benefits. The expected On-Target Earnings (OTE) for this role is $245,000 - $265,000.
Final compensation is determined based on a candidate's relevant experience, skills, education, and geographic location.
Originally posted on Himalayas
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