Director, Enterprise Sales

Summary

Join Loop's Sales Team and foster a thriving sales environment, build market expertise, and collaborate with various teams to achieve pipeline targets. You will forecast performance, monitor team progress, provide coaching, and equip the team with necessary training. Responsibilities include fostering collaboration, aligning team priorities, celebrating successes, supporting strategic planning, and recruiting top talent. Make decisions guided by Loop's core values. This role requires 5+ years of B2B SaaS sales experience and demonstrated leadership in building and leading teams of Account Executives.

Requirements

• 5+ years of B2B SaaS sales experience is required; experience in ecommerce or logistics is a strong differentiator
• You’ve built and led teams of Account Executives, supporting them through different stages of growth
• Demonstrated ability to develop strategies, identify the work that needs done to carry them out, and ensure quality delivery of that work
• You’ve worked at a startup company (or a few) and know what it means to make it through the various stages of rapid growth
• You have been trained in MEDDICC, Challenger, Command of the Message, Winning by Design or some other standard sales methodology
• You have examples to share of how you have improved and operationalized sales best practices
• You have pushed your team to leverage AI and created a culture with a growth mindset, adopting new ways of working and delivering results
• Experience recruiting, hiring, and developing high-performing teams, leading and motivating them through change
• You’ve created exceptional partnerships with internal and external stakeholders, and quickly became one of their favorite people to work with

Responsibilities

• Foster an energetic, inclusive, and supportive sales environment where your team can thrive
• Build deep expertise in our market by understanding key players, buyer pain points, and how our platform delivers value to merchants
• Collaborate with Marketing, Sales Development and Partnerships on an account-based strategy to achieve pipeline targets, improve positioning, and customer storytelling
• Forecast with confidence and clarity, sharing your insights from both an objective and subjective point of view
• Monitor team performance by tracking leading indicators and outcomes, using insights to identify growth opportunities and help the team continuously improve
• Provide timely and personalized coaching to help AEs ramp quickly, build confidence, and succeed in their roles
• Equip the team with training on product knowledge, competitor insights, and sales methodology while reinforcing adoption of our standard frameworks and tools
• Foster strong collaboration by navigating challenges with peers and offering constructive feedback across the GTM org
• Keep the team aligned on individual, team, and company priorities while ensuring they have visibility into key go-to-market updates and resources
• Celebrate both wins and lessons learned by creating space for reflection, recognition, and continuous improvement
• Support strategic planning through annual budgeting, quarterly capacity planning, and retrospective analysis of performance and outcomes
• Recruit, develop, and retain top talent by leading career conversations, setting clear performance measures, and supporting growth across the go-to-market organization
• Make decisions guided by Loop’s core values: Be a Human First, Make Merchants Successful, Own the Outcome, and Courage Over Comfort

Benefits

• $174,200 - $261,300 a year
• This position is also eligible for an annual commission expected to be in the $93,800 to $140,700 range
• Medical, dental, and vision insurance
• Flexible PTO
• Company holidays
• Sick & safe leave
• Parental leave
• 401k
• Monthly wellness benefit
• Home workstation benefit
• Phone/internet benefit
• Equity