Director of Mid-Market Sales (North America, West Region)

Iterable is looking for an experienced sales leader to build, coach, and scale a high-performing Mid-Market Sales team. As Director of Mid-Market Sales, you will lead a team of Account Executives responsible for acquiring strategic customers across North America This role combines front-line coaching, operational excellence, executive deal strategy, and talent development You’ll work closely with Sales Engineering, Marketing, Customer Success, Product, and Executive Leadership to build a predictable, scalable business while helping develop the next generation of sales leaders at Iterable Lead, coach, and develop a high-performing team of Mid-Market Account Executives responsible for achieving and exceeding 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 Inspect opportunities using MEDDPICC (or a comparable enterprise sales methodology) to improve qualification, execution, and win rates 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 During your first year, you will: Build and develop a high-performing, engaged Mid-Market Sales team Deliver consistent forecast accuracy and operational rigor Improve rep productivity through coaching, inspection, and effective deal strategy Recruit and develop exceptional talent while building future sales leaders Drive predictable revenue growth through disciplined execution and cross-functional partnership Help shape the evolution of Iterable’s go-to-market strategy as we continue to scale Benefits Medical, Dental & Vision Insurance Life & Disability Benefits Flexible Spending Accounts Health Savings Accounts with Employer Contributions Premium Calm Membership Health and Fitness Stipend Paid Parental Bonding Leave Internet and Mobile Phone Reimbursement Paid Sabbatical Learning and Development Stipend Family Forming Benefits Paid Holidays Flexible Time Off Balance Days Private Medical Insurance Group Life Assurance & Income Protection Health and Fitness Stipend Premium Calm Membership Paid Sabbatical Paid Parental Bonding Leave Internet and Mobile Phone Reimbursement Learning and Development Stipend Family Forming Benefits Flexible Time Off Paid Holidays Balance Days Private Medical Insurance Life/Risk Assurance Meal Allowance Balance Days Paid Annual Leave Paid Sabbatical Paid Holidays Teleworking Reimbursement #J-18808-Ljbffr Iterable