Sales Manager, Account Executives (Chicago)

Reposted 21 Days Ago
Be an Early Applicant
Chicago, IL
In-Office
125K-140K Annually
Mid level
Consumer Web • Software • Travel
Engine makes work travel less work.
The Role
Lead and develop a team of Account Executives to exceed sales goals. Manage performance, provide coaching, and foster a collaborative culture.
Summary Generated by Built In

About Engine
At Engine, we’re 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.

To make this vision real, we’re looking for exceptional, mission-driven people to help redefine how businesses manage and experience travel.

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.

Your Mission:

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

Here’s what you’ll do:   

  • Team Leadership and Development: 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.
  • Performance Management and Coaching: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.
  • Sales Strategy and Execution: 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.
  • Problem Solving and Operational Efficiency: 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.
  • Cross Functional Collaboration: 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.

What You'll Bring to Engine: 

We're looking for someone who's ready to make an impact and grow alongside us: 

  • 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.

Compensation
Our compensation packages are based on several factors, including your experience, expertise, and location. In addition to a competitive base salary, total compensation may include equity and/or variable pay (OTE). Your recruiter will share your complete compensation package as you move through the process.

Base Pay Range
$125,000$140,000 USD

Compensation
In addition to a competitive base salary, our listed compensation range includes the estimated variable target. Your OTE (on-target earnings) are based on several factors including your experience, expertise, and location. Your compensation package may also include equity. Your recruiter will share your complete compensation package as you move through the process.

Base Salary + Variable (OTE)
$160,000$220,000 USD

The Engine Edge: Perks & Compensation
We believe in rewarding great work with great benefits:

  • Compensation: Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.
  • Benefits: Check out our full list at engine.com/culture.
  • Environments for Success: Different roles have different needs in terms of the environments that drive success which is why we have a hybrid-hub model. Whether you are in one of our amazing offices or fully remote, we’ll make sure you have what you need to succeed.

Perks and benefits may vary based on employment type, location, and more.

Ready to Build the Future of Work Travel?
Join us on our mission to transform how work travel works—for businesses, for travelers, and for the industry. Apply now and let’s make travel simpler, smarter, and more enjoyable—together.

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The Company
HQ: Denver, CO
1,000 Employees
Year Founded: 2015

What We Do

Engine makes work travel less work. We’re revolutionizing the way businesses experience travel — making booking seamless, spending smart, and travel smooth. Our modern platform connects companies with top airlines, hotels, and car rental providers, offering everything from flexible trip changes to single-invoice billing. The result? A simpler, smarter, and more enjoyable travel experience for teams on the move.

We’re proud to be named one of Colorado’s Best Places to Work by Built In for six consecutive years — a reflection of our culture of innovation, collaboration, and high standards. Backed by leading investors like Telescope Partners, Blackstone, Elefund, and Permira, Engine is growing fast, with offices in Denver, Phoenix, San Francisco, and coming soon, New York.

We’re building something big — and we’re looking for passionate, driven people to help shape the future of business travel.

Why Work With Us

Engine’s vibrant culture, fueled by our shared dedication to high performance, bold communication, and adaptability, makes it a unique and exceptional workplace.

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