Account Executive (Chicago)

About Engine

Engine is the all-in-one travel and spend management platform trusted by 38K+ businesses and groups representing 1.8M+ travelers. We're the retailer and the rails of business travel, one of the fastest-growing companies in travel tech, built on a decade of proprietary technology, supply, and pricing no one else can replicate. Other travel and AI companies run on our infrastructure to book real trips, hold rates, and move payments, without building any of it themselves. We built it, AI-forward at every layer, from how travelers book to how the rails run.

That work has earned recognition as one of Fast Company's Best Workplaces for Innovators (2025), TravelTech's Reservation Platform of the Year (2026), and one of Built In's Best Places to Work (2020–2026).

We're looking for bold, ambitious people to help redefine how businesses manage and experience travel. Working here, you can expect exponential growth, an ambitious pace, full ownership, and high-caliber colleagues who push you to do the best work of your career. Every hire raises the bar.

Come outpace the ordinary and build the future of travel with us.

Your Mission

We value our individuality, and we also understand that together, we thrive. Most importantly, we know we’re not for everyone! Complacency doesn’t live here. We’re focused on finding the right people who are energized by our culture and bring diverse experiences and backgrounds that will help us unlock our full potential. Click here to view our DNA, and if you like what you see, please read on!

We are on the lookout for driven and results-oriented net new Account Executives to join our dynamic new business sales team at Engine. In this full-cycle position, you'll take the lead in outbounding and qualifying leads, seamlessly transitioning to handing off new customers to our dedicated Account Management team.

This position will require 5 days a week (Monday - Friday) in our office for the first 90 days dependent on performance.

Here's what you'll do

• Sales Cycle Management: Manage the full sales cycle, from prospecting to close for Mid-Market deals including coordinating and delivering compelling online demos to potential and existing clients
• Net New Opportunity Development: High outbound activity, including 55+ cold calls per day, managing a book of named accounts, tiering accounts, and identifying key personas to target. Creatively source leads through self-prospecting and leverage company resources
• Cross Functional Collaboration: Acquire and contribute to the onboarding process for new accounts, collaborating with Engine's Account Management team to foster growth in existing accounts
• Customer Focus: Cultivate enduring relationships with a diverse portfolio of businesses, encouraging exclusive utilization of Engine for hotel bookings
• Data Cleanliness: Maintain a well-organized and clean pipeline to streamline sales processes and develop expertise in our tech stack by mastering tools such as Salesforce, ZoomInfo, and Outreach to efficiently manage daily operations

What You'll Bring to Engine

• B2B Sales Experience: Minimum of 1+ years of B2B Sales Representative or SDR/BDR experience
• Hunter Mentality: Expertise with outbound prospecting techniques, tools, and processes (Salesforce, Outreach, ZoomInfo, Gong)
• Competitive Spirit: A track record of high achievements and consistently exceeding sales targets and KPIs
• Passion: Desire to enhance corporate travel and employee perk programs for businesses
• Adaptability: Demonstrated ability to manage multiple projects and activities with meticulous attention to detail in an unstructured and fast-paced environment
• Communication Skills: Exceptional listening, negotiation, and presentation skills

We accept applications for this role on an ongoing basis. We review applications as they are received and encourage interested candidates to apply early.

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OTE 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. In addition, all roles receive equity. Your recruiter will share your complete compensation package as you move through the process.

Total OTE Range (Base Salary + Variable)$100,000—$120,000 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 equity for all employees. Some roles are also eligible for bonuses or commissions.
• 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