Sales Team Leadership Role

Employment Type: Full-time

Position Overview

The Sales Team at Loop is the engine that powers the business. In an ever-evolving market and company, the sales team seeks to provide revenue and stability that can accelerate our vision to market. You will join an already existing (and awesome!) team of Enterprise & Strategic Account Executives, who you’ll enable to grow and operate more effectively.

At Loop, we’re intentional about the way we work so that we can do our best work. We call this our Blended Working Environment. We work from our HQ in Columbus, OH, or one of our Hub or Secluded locations, and are distributed throughout the United States, select Canadian provinces, and the United Kingdom.

Location: Chicago, IL; Columbus, OH; or New York City, NY. Applications from qualified individuals in other locations are also welcome.

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.

Requirements

We’ve outlined the experience we believe will help set you up for success in this role. That said, we know different people approach challenges in different ways, and we don’t expect everyone to fit neatly into a box of requirements. If you’re excited about this role, we encourage you to apply, even if you don’t meet every single qualification.

• 5+ years of B2B SaaS sales experience is required; experience in ecommerce or logistics is a strong differentiator.
• Proven experience building and leading 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.
• Experience working at a startup company (or a few) and understanding the dynamics of rapid growth.
• Training in MEDDICC, Challenger, Command of the Message, Winning by Design, or another standard sales methodology.
• Ability to share examples of improving and operationalizing sales best practices.
• Experience pushing teams to leverage AI.

Company Information

Loop is a company focused on empowering merchants through its innovative platform. We are committed to a Blended Working Environment that supports our distributed team across the US, Canada, and the UK. Our core values guide our work: Be a Human First, Make Merchants Successful, Own the Outcome, and Courage Over Comfort.