Sales Manager, Account Executives (Chicago)

About the role

Engine is a transformative platform that simplifies business travel, combining corporate travel, a powerful charge card, and modern spend management in one solution. Founded by visionary leaders, Engine supports over 1 million travelers annually and has been recognized as one of the fastest-growing travel and fintech platforms in North America.

Responsibilities

• Lead, mentor, and develop a team of Account Executives to exceed sales goals through impactful coaching, motivation, and skill development.
• Foster a collaborative, high-performance culture by implementing team-building activities, recognition programs, and accountability-driven incentives.
• Set clear performance goals and metrics while leveraging data and one-on-one meetings to track progress and provide actionable feedback. Address performance issues promptly and constructively, using a data-driven approach to drive continuous improvement.
• Utilize sales data and KPIs to diagnose team performance and adjust strategies as needed. Manage day-to-day operations and ensure team productivity is optimized by focusing on key metrics (e.g., activity levels, conversion rates, quota attainment).
• Regularly track and report on team performance, providing insights to senior leadership.
• Be deeply involved in the day-to-day operations of the team, actively troubleshooting issues, and helping remove roadblocks to ensure reps can focus on selling. Maintain a proactive approach in identifying and resolving challenges that impact team productivity, both internally and with clients.
• Work closely with the sales leadership team to align on strategy, share best practices, and implement improvements to processes. Partner with cross-functional teams (e.g., marketing, product, and operations) to ensure alignment on lead quality, sales tools, and customer satisfaction.

Requirements

• Strong Communication Skills: Excellent communication skills, with the ability to motivate and provide constructive feedback.
• Leadership Skills: A hands-on sales leader with 4-5 years of experience managing and developing Account Executives and Business Development Representatives, actively involved in day-to-day operations.
• Data Driven Mindset: A data-centric mindset with the ability to analyze and use sales data to drive performance.
• Adaptability: High energy, resilient, and adaptable to changing business needs.

Qualifications

• Experience in sales management, preferably in a fast-paced environment.
• Proven ability to coach junior sales talent to exceed targets while holding team members accountable and addressing underperformance to drive success.
• Ability to work independently and as part of a team.
• Strong understanding of sales methodologies and CRM systems.
• Passion for driving business growth and innovation in the travel and finance sectors.

Skills

• Exceptional interpersonal and communication skills.
• Strong organizational and time management skills.
• Ability to work effectively in a fast-paced, dynamic environment.
• Proficiency in CRM software and other relevant tools.

Benefits

• Competitive base salary tied to role and experience, with opportunities for bonuses, commissions, and equity.
• Comprehensive benefits package, including health insurance, retirement plans, and paid time off.
• Flexible work arrangements, including a hybrid-hub model.
• Opportunities for professional development and career advancement.

Pay

• Total OTE Range (Base Salary + Variable): $165,000—$205,000 USD

Schedule

• Hybrid-hub model, with options for remote work.