Account Executive (Chicago) at Engine

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 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. #SalesHiring #NowHiring #AccountExecutive #SalesCareers #SalesLife #OutboundSales #BDRtoAE #ChicagoJobs CompensationIn 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)$100,000—$120,000 USDThe 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.