Senior Director, People Operations

Summary

Join Loadsmart, a leading logistics technology company, as their Senior Director of People Operations. This critical leadership role reports to the CFO and involves developing and executing HR strategies aligned with the company's business goals, focusing on growth, profitability, and cost efficiency. You will be responsible for talent management, performance management, compensation strategies, and driving employee engagement across a global team. The position requires extensive experience in HR leadership, compensation expertise, and strong business acumen. You will lead and mentor a high-performing HR team, ensuring compliance with global regulations. This is an opportunity to shape organizational culture and optimize talent within a dynamic and fast-paced environment.

Requirements

• 10+ years of HR experience, with at least 3-5 years in a senior HR leadership role (Senior Director HR, Head of HR, or similar), preferably within a tech or freight tech environment
• Demonstrated deep expertise in compensation, including a proven track record of designing and implementing innovative compensation structures, incentive plans, and total rewards strategies. Experience with global compensation practices is a significant plus
• Strong business acumen and financial literacy, with a clear understanding of how HR initiatives impact financial performance and profitability
• Experience operating in an environment focused on cost optimization and driving efficiency
• Proven ability to develop and implement pragmatic HR solutions that address both strategic objectives and operational realities
• Exceptional leadership and team management skills, with experience leading and developing global HR teams
• Excellent communication, interpersonal, and influencing skills, with the ability to build strong relationships across all levels of the organization
• Experience working in a fast-paced, growth-oriented startup environment, dynamic settings where adaptability and hands-on problem-solving are essential
• Bachelor's degree in Human Resources, Business Administration, or a related field

Responsibilities

• Act as a trusted advisor to the CFO and executive leadership team, developing and executing HR strategies that align with and advance the company’s overall business goals, with a particular focus on supporting growth, profitability, and cost efficiency from a people perspective
• Develop and implement strategies for talent management, performance management, and employee development that optimize talent investment while fostering growth
• Serve as the primary subject matter expert and thought leader for all compensation matters, including base pay, incentive plan design, and long-term incentives — to attract, retain, and motivate top talent while maintaining cost-effectiveness and internal equity
• Partner with leadership to develop innovative incentive plans that drive desired business outcomes and support our profitability goals
• Drive culture and engagement across all employees, especially considering the unique dynamics of our in-person brokerage team in Chicago, our Brazil-based engineering team, and a significant remote workforce
• Oversee the effective administration of all benefits programs
• Design and clearly communicate career paths and growth opportunities for employees
• Champion a culture of continuous learning and development
• Lead initiatives related to organizational design, workforce planning, and change management to enhance efficiency and productivity
• Ensure HR policies and practices comply with global regulations and support a positive, productive work environment
• Lead, mentor, and develop a high-performing HR team

Preferred Qualifications

Master's degree or relevant HR certifications (e.g., SPHR, SHRM-SCP, CCP) preferred

Benefits

• Competitive base salaries - we believe in rewarding top talent
• Extremely competitive Equity package - become a shareholder in our company!
• Loadie Time Off - PTO and sick days without a limit
• Comprehensive Medical, Dental, and Vision insurance plans
• 401k Match