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Iterable

The customer activation platform that helps brands deliver joyful experiences at massive scale.

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

SalesSalesFull TimeRemoteLeadTeam 501-1,000Since 2013H1B SponsorCompany SiteLinkedIn

Location

United States

Posted

2 days ago

Salary

$336K - $456K / year

Seniority

Lead

Job Description

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

Iterable

Role Description 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. What You’ll Do - 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. Qualifications - 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. What Success Looks Like - 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 - 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

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