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About the Role
Loop is seeking a strategic and results-oriented Sales Director to lead and scale a high-performing enterprise sales team. This individual will oversee Account Executives, drive pipeline generation, manage enterprise deal execution, ensure forecasting accuracy, and contribute to overall revenue growth. This is a cross-functional leadership role requiring partnership with Marketing, Solutions Engineers, Customer Success, and Revenue Operations.
Responsibilities
- Lead and develop a team of Account Executives across enterprise sales motions.
- Own team performance against revenue targets, including quota attainment and pipeline health.
- Establish and maintain strong forecasting discipline and deal inspection processes.
- Guide Account Executives through complex, multi-threaded enterprise deals and procurement cycles.
- Build and refine pipeline generation strategies in partnership with Marketing and Revenue Operations.
- Partner closely with Customer Success and Implementation teams to ensure smooth customer handoffs and long-term value realization.
- Collaborate with cross-functional stakeholders to improve win rates, deal velocity, and overall sales efficiency.
- Analyze deal and market data to identify trends, risks, and opportunities for growth.
- Help recruit, onboard, and scale a high-performing enterprise sales team.
- Contribute to the development of scalable sales processes and operating rhythms as the organization grows.
Requirements
- 5+ years of experience in sales leadership roles within enterprise SaaS or complex technical sales environments.
- Experience managing teams of quota-carrying Account Executives.
- Proven success driving enterprise revenue growth and consistently meeting or exceeding team targets.
- Track record of closing and coaching through large, complex deals.
- Strong understanding of enterprise sales cycles, including procurement, legal, and RFP processes.
- Experience building pipeline generation processes and improving conversion across the funnel.
- Comfort working cross-functionally with Product, Marketing, Customer Success, and Operations teams.
- Strong analytical mindset with experience in forecasting, reporting, and performance management.
- Clear communicator with strong leadership presence and ability to coach at multiple levels.
- Experience in logistics, supply chain, or AI-driven platforms is a plus.
Skills
- Sales leadership
- Enterprise sales
- Pipeline generation
- Deal execution
- Forecasting
- Team management
- Cross-functional collaboration
- Analytical skills
- Coaching
- Logistics
- Supply chain
- AI-driven platforms
Location
- Chicago
- San Francisco
- New York City
Work Type
- Hybrid
Experience Level
- Sales leadership
- 5+ years
Salary/Compensations
- OTE $350K
Benefits
- Premium Medical, Dental, and Vision Insurance plans, premiums covered 100% for you
- 401k plan with company match
- Unlimited PTO
- Generous professional development budget
- Physical and Mental fitness subsidies
About the Company
- Loop is a domain-specific AI company specialized in logistics and the physical economy.
- Leverages verticalized AI to transform operational and financial signals within logistics data into structured insights.
- Drives automation, financial transparency, and supply chain optimization at scale.
- Supports enterprise shippers in modernizing back-office operations and uncovering hidden value within complex logistics networks.
- Investors include J.P. Morgan, Index Ventures, Founders Fund, 8VC, Flexport, and 50 industry-leading angel investors.
- Team brings subject matter expertise from companies like Uber, Google, Flexport, Meta, Samsara, Intuit, Rakuten, and C.H. Robinson.