Director, Mid-Market Sales, North America - West Region

ABOUT THE ROLE Iterable is seeking an experienced sales leader to build, coach, and scale a high-performing Mid-Market Sales team as Director of Mid-Market Sales, North America - West Region. This role combines front-line coaching, operational excellence, executive deal strategy, and talent development, requiring a strong ability to lead, coach, and develop a team of Account Executives responsible for acquiring strategic customers across North America. WHAT YOU'LL DO As Director of Mid-Market Sales, you will: - Lead, coach, and develop a high-performing team of Mid-Market Account Executives to achieve and exceed quarterly and annual revenue goals. - Drive consistent forecast accuracy through rigorous pipeline inspection, opportunity coaching, and data-driven forecasting. - Coach complex, multi-threaded sales cycles from discovery through negotiation, helping Account Executives navigate executive buying committees and competitive evaluations. - Develop consultative, Challenger-style sellers who create business value beyond product demonstrations. - Recruit, hire, onboard, and develop exceptional sales talent while fostering a culture of accountability, continuous improvement, and collaboration. - Partner cross-functionally with Marketing, Customer Success, Product, Sales Engineering, and Sales Operations to improve customer outcomes and influence go-to-market strategy. - Act as an executive sponsor on strategic opportunities, helping teams navigate complex commercial negotiations and executive relationships. - Drive operational excellence by leveraging Salesforce, Momentum, Outreach, and other sales technologies to improve productivity, inspection, and execution. - Champion the adoption of AI-powered selling tools and best practices that improve seller effectiveness and customer engagement. - Foster a culture of curiosity, ownership, and continuous learning while developing future leaders within the organization. WHAT YOU'LL NEED - 3+ years leading high-performing quota-carrying SaaS sales teams in a fast-paced technology company. - 5+ years of successful enterprise software sales experience prior to moving into leadership. - Demonstrated success personally closing complex software opportunities ranging from approximately $100K to $500K+ ARR involving multiple stakeholders and executive decision-makers. - Experience coaching teams using MEDDPICC (or a comparable enterprise qualification methodology). - Experience developing consultative sellers through Challenger Sale or other value-based sales methodologies. - Consistent track record of building teams that exceed quota and improve performance over time. - Strong forecasting discipline with a history of delivering predictable revenue outcomes. - Excellent executive presence with the ability to influence customers, internal stakeholders, and senior leadership. - Strong analytical mindset with the ability to diagnose pipeline risk, identify trends, and drive measurable improvements. - Experience working within Salesforce, Gong, Clari, and modern sales technology platforms. - Excellent communication, coaching, and leadership skills. - Bachelor’s degree preferred. WHY REMOTE Iterable is a global company with a diverse and inclusive workplace, welcoming candidates from all backgrounds. As a remote employee, you will have the opportunity to work with a talented team from around the world, shaping the future of customer engagement together. BENEFITS Iterable offers a competitive salary and benefits package, including health plan, parental leave, education stipend, life insurance, and flexible schedule.