Sales Manager, Account Executives (Chicago)

Engine

$165K — $205K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4-5 years of management experience in sales, specifically with Account Executives and Business Development Representatives.
  • Strong communication skills for motivating and providing constructive feedback to team members.
  • Proven track record of developing early-career talent and driving performance improvements.
  • Data-driven mindset capable of analyzing sales performance and implementing actionable strategies.
  • High energy and adaptability to changing business environments.

Responsibilities

  • Lead and mentor a team of Account Executives to achieve and exceed sales targets.
  • Set performance goals, track progress, and provide actionable feedback through regular one-on-one meetings.
  • Utilize sales data to diagnose team performance and adjust strategies to optimize productivity.
  • Proactively troubleshoot day-to-day operational issues to facilitate seamless selling processes.
  • Collaborate with senior leadership and cross-functional teams to ensure alignment on strategy and sales operations.

Benefits

  • Competitive base salary with opportunities for bonuses, commissions, and equity.
  • Access to a wide range of benefits as detailed at engine.com/culture.
  • Flexible hybrid work model to accommodate varying roles and their specific needs.
Full Job Description
Your Mission

Engine is seeking a dynamic and drivenSales 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.

Applications for this role will be accepted through 9/1/26 or until the role is filled. We encourage you to apply early, as we may begin reviewing applications before the deadline

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.

Total OTE Range (Base Salary + Variable)

$165,000-$205,000 USD

The Engine Edge: Perks & CompensationWe 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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