Vice President, Mid Market Sales

The Vice President, Mid-Market Sales is a strategic leader of leaders responsible for driving revenue growth and market penetration across our mid-market business. This role will lead, develop, and hold accountable a team of sales leaders who, in turn, manage high-performing Account Executive teams. We are looking for an experienced second-line sales executive with a demonstrated track record of leading through leaders, scaling high-performing sales organizations, and consistently delivering against ambitious revenue targets in high-growth B2B SaaS environments.

Responsibilities

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

Requirements

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

Nice to have

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

Benefits

Impactful work; Remote-first flexibility; Learning resources; Leadership programs; Career growth opportunities; Comprehensive benefits; Performance-based bonus program; Equity opportunities; Flexible time off; Paid holidays; Flexible leave programs; Inclusive culture