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Iterable

Director, Mid-Market Sales – West Region

Iterable

Director of Mid-Market Sales at Iterable leading a team of Account Executives across North America. Focused on driving revenue and developing future sales leaders within a dynamic organization.

Posted 6/29/2026full-timeDenver • California, Colorado • 🇺🇸 United StatesLead💰 $336,000 - $456,000 per yearWebsite

About the role

Key responsibilities & impact
  • 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.

Requirements

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.

Benefits

Comp & perks
  • 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

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
Enterprise Software SalesComplex Sales NegotiationPipeline InspectionQuota AchievementSales Performance Improvement
Soft Skills
CoachingCommunicationLeadershipAnalytical MindsetExecutive Presence