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Account Executive; Chicago

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Engine
Full Time position
Listed on 2026-07-18
Job specializations:
  • Sales
    B2B Sales, Sales Development Rep/SDR, Sales Representative, Business Development
Salary/Wage Range or Industry Benchmark: 70000 USD Yearly USD 70000.00 YEAR
Job Description & How to Apply Below
Position: Account Executive (Chicago)

At Engine, we’re revolutionizing work travel. Our modern travel platform isn’t just about booking trips; it’s about transforming how businesses and their teams experience travel. From seamless booking options with top airlines, hotels, and car rental providers to single-invoice billing and flexible trip modifications, we make travel not only easier to manage but also enjoyable. Backed by powerhouse investors like Telescope Partners, Blackstone, Elefund, and Permira, we’re growing fast—and we want you to be part of it.

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.  to view our DNA , and if you like what you see, please read on!

Your Mission:

We are on the lookout for driven and results-oriented net new Account Executives to join our dynamic new business sales team  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, Zoom Info, 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, Zoom Info, 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.

Variable compensation:
Along with the base salary, there is a $50,000 variable for a total OTE of $120,000.

Compensation
Our compensation packages are based on several factors, including your experience and expertise. 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

$70,000 - $70,000 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.
  • 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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