Vice President, Mid Market Sales

The Vice President, Mid Market Sales is a strategic leader responsible for driving revenue growth and market penetration within mid-market segments. This role oversees the Mid Market Sales teams, develops sales strategies, and ensures consistent achievement of revenue targets, while collaborating cross-functionally with Marketing, Customer Success, and Product teams to optimize sales performance and enhance customer satisfaction. The ideal candidate is an experienced sales leader with a proven track record of building and scaling mid-market sales teams in high-growth SaaS environments.

WHAT YOU'LL DO

• Develop and execute sales strategies tailored to mid market accounts and key market segments
• Identify emerging market trends and adjust sales strategies accordingly
• Monitor the competitive landscape and guide Account Executive strategy to differentiate AbsenceSoft's value proposition
• Lead, mentor, and manage a team of Mid Market Account Executives and sales leaders to achieve revenue and growth targets
• Coach, develop, and hire high-performing Account Executives, supporting onboarding and continuous skill development to build a strong talent pipeline
• Partner with Marketing, Customer Success, and Product teams to identify growth opportunities and expand account penetration
• Build and maintain relationships with senior executives and key decision-makers in target organizations
• Track sales performance metrics, provide forecasts, and report results to executive leadership
• Implement and reinforce standardized sales processes, methodologies, and best practices across the teams
• Represent AbsenceSoft at industry events, conferences, and client engagements to strengthen market presence

WHAT YOU'LL BRING

• Bachelor's degree in Business, Marketing, or a related field, or equivalent experience
• 10+ years of experience in enterprise or mid market sales within SaaS or technology companies, including leadership of sales teams
• Proven track record of leading leaders to meet or exceed revenue targets in complex B2B sales environments
• Strong executive presence with experience engaging C-level and senior leaders
• Expertise in sales strategy, pipeline management, and forecasting
• Strong leadership, coaching, and team development capabilities
• Excellent analytical, communication, and organizational skills
• Experience in HR technology, leave management, or enterprise SaaS solutions is a plus
• Familiarity with scaling mid-market sales teams in high-growth companies is a plus
• Experience aligning cross-functional teams to drive account growth and customer success is a plus
• An advanced business degree (MBA) is a plus
• Formal training in or understanding of sales methodologies like MEDDICC, Challenger, or Sandler 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: Base salary range for this full-time position is $200,000 annually + bonus/commission + benefits. The expected On-Target Earnings (OTE) for this role is $369,600.

Final compensation is determined based on a candidate's relevant experience, skills, education, and geographic location.

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.