Note: The job is a remote job and is open to candidates in USA. Iterable is the leading AI-powered customer engagement platform that helps brands create dynamic, individualized experiences at scale. As the Director of Mid-Market Sales, you will lead a team of Account Executives responsible for acquiring strategic customers across North America, focusing on coaching, operational excellence, and talent development.
Responsibilities
- 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
Skills
- 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
Benefits
- Paid parental leave
- Competitive salaries, meaningful equity, & 401(k) plan
- Medical, dental, vision, & life insurance
- Balance Day (First Friday off every quarter)
- Fertility & Adoption Assistance
- Paid Sabbatical
- Flexible PTO
- Monthly Employee Wellness allowance
- Monthly Professional Development allowance
- Pre-tax commuter benefits
- Complete laptop workstation
- Equity
- Generous stipends for health & fitness and learning & development
Company Overview
Company H1B Sponsorship