Head of Sales

About Our Company

WeBox is the leading intelligent marketplace delivering personalized group orders. WeBox is driven by three core principles: customer obsession over competitor focus, a commitment to operational excellence, and a passion for growth. Our Mission is to Deliver Happiness, and our Vision is to achieve $1 billion in revenue by leveraging technology to become a leading provider of intelligent and sustainable solutions for group orders.

Job Description

We are seeking an experienced Head of Sales to oversee and lead our Sales Development Representatives (SDRs) across all WeBox hubs. This role is responsible for driving outbound performance, standardizing sales development processes, and ensuring fast, consistent execution across locations.

Key Responsibilities

• Lead, manage, and coach SDR teams across multiple WeBox hubs
• Own outbound pipeline generation and ensure SDR targets are met or exceeded
• Set clear performance expectations, KPIs, and activity metrics for SDRs
• Develop and standardize outbound processes, scripts, and best practices across hubs
• Partner closely with Sales, Customer Success, Operations to align on lead strategy and messaging
• Conduct regular performance reviews, coaching sessions, and training
• Hire, onboard, and ramp new SDRs as the team scales
• Maintain pipeline quality and ensure smooth handoff from SDRs to Customer Success
• Use data and reporting to identify performance gaps and drive continuous improvement
• Monitor pipeline quality and ensure smooth handoff from SDRs to Customer Success
• Travel occasionally between hubs to support team alignment and execution

Leadership Expectations

• Decision-Making Power: Make timely, decisive, and results-driven decisions regarding SDR strategy, priorities, and resource allocation. Proactively identify issues and act quickly to implement solutions that improve performance and execution.
• Control Power: Establish and enforce clear standards, processes, and accountability across all hubs. Ensure consistent execution of sales development workflows, metrics, and reporting.
• Influence Power: Motivate and inspire SDRs through transparent communication, coaching, and real-time feedback. Build trust by clearly sharing expectations, performance results, and the “why” behind decisions.
• Synergy: Foster strong collaboration across SDRs, Customer Success, Operations, and Business Development teams. Build a culture of shared ownership, urgency, and collective success across hubs.

Requirements

• 3+ years of experience managing sales or SDR teams
• Proven experience leading SDRs or outbound sales teams
• Strong understanding of B2B sales development, prospecting, and pipeline generation
• Experience managing teams across multiple locations or regions is a strong plus
• Excellent coaching, communication, and leadership skills
• Data-driven approach with experience using CRM and sales tools
• Ability to thrive in a fast-paced, growing environment

Preferred Qualifications

• Experience at startup or high-growth company
• Prior experience in logistics, operations, or technology-enabled services

Equal Opportunity Employer

WeBox is an equal-opportunity employer committed to hiring based on merit, competence, performance, and business needs. We do not discriminate based on race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression, veteran status, or any other status protected under federal, state, or local law.