Sales Manager, Account Executives (Chicago)

Engine • Chicago, IL

3d • Hybrid

About The Position

Engine is seeking a dynamic and driven Sales Manager, Account Executive to lead a team of motivated sales professionals. This individual will play a crucial role in shaping the success of our sales team, especially those early in their careers. The ideal candidate is passionate about developing young talent, fostering a culture of accountability, and driving measurable results through hands-on coaching, data analysis, and performance management.

Engine is transforming business travel into something personalized, rewarding, and simple. For too long, managing travel and spend has been overwhelming and fragmented — we’re here to change that. We believe the future of travel should be seamless and powered by technology that delights customers at every step. That’s why we’re building a platform that brings together corporate travel, a powerful charge card, and modern spend management in one place.

More than 20,000 companies already rely on Engine to support over 1 million travelers and billions in annual bookings each year. Cash flow positive with rapid growth, we pair exclusive Engine-only rates, industry-leading rewards, and intelligent automation to help businesses save money while delivering world-class personalization and convenience.

Backed by Telescope Partners, Blackstone, and Permira, Engine has been recognized as one of the fastest-growing travel and fintech platforms in North America, with honors including the Deloitte Fast 500 and Built In’s Best Places to Work.

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.
• Proven ability to coach junior sales talent to exceed targets while holding team members accountable and addressing underperformance to drive success.
• 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.

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.

Benefits

• Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.
• Check out our full list at engine.com/culture.
• Hybrid-hub model.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed