Loop is a domain-specific AI company specialized in logistics and the physical economy. By leveraging verticalized AI, Loop transforms operational and financial signals within logistics data into structured insights that drive automation, financial transparency, and supply chain optimization at scale. Their solutions support enterprise shippers in modernizing back-office operations and uncovering hidden value within complex logistics networks.
Our investors include J.P. Morgan, Index Ventures, Founders Fund, 8VC, Flexport, and 50 industry-leading angel investors. Our team brings subject matter expertise from companies like Uber, Google, Flexport, Meta, Samsara, Intuit, Rakuten, and long-standing industry leaders like C.H. Robinson.
About The Role
Loop is looking for a strategic and results-oriented Sales Director to lead and scale a high-performing enterprise sales team. Reporting directly to the CRO, this individual will oversee a team of Account Executives and play a critical role in driving pipeline generation, enterprise deal execution, forecasting accuracy, and overall revenue growth.
This is a highly cross-functional leadership role requiring close partnership with Marketing, Solutions Engineers, Customer Success and Revenue Operations. The ideal candidate brings a strong track record of managing enterprise sales teams, closing complex platform-based deals, and developing scalable sales processes in fast-paced technology environments.
What You’ll Do
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
Qualifications
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
Hybrid role with preference for candidates based in Chicago, San Francisco, or New York City
Compensation
OTE $350K
Benefits & Perks
Premium Medical, Dental, and Vision Insurance plans, premiums covered 100% for you
401k plan with company match
Unlimited PTO
Generous professional development budget to feed your curiosity
Physical and Mental fitness subsidies for yoga, meditation, gym, etc
Seniority level
Mid-Senior level
Employment type
Full-time
Job function
Sales and Business Development
Industries
Transportation, Logistics, Supply Chain and Storage
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