Sr. Revenue Enablement Specialist

Engine · Chicago, IL

Posted 8/14/2026 · last confirmed live 8/26/2026

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 30,000 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. The Senior Revenue Enablement Specialist will own Engine’s Account Executive onboarding program end-to-end—from curriculum design and content development to scheduling, delivery, and continuous improvement. This role is central to how our AEs ramp and become productive members of the sales team. In addition to owning the AE onboarding program, this person will support broader enablement functions across the GTM organization.We’re looking for someone who’s organized, proactive, and excited to build something that directly impacts how quickly and effectively our AEs hit the ground running. Your Mission As part of the Engine team, you’ll play a vital role in an environment where innovation meets collaboration. Here’s what you’ll take charge of: Execute New Business Onboarding: Continuously deliver and improve Engine’s end-to-end New Business onboarding experience. You’ll be responsible for the facilitation of the onboarding journey from 1-30, including working with program managers for curriculum development, session coordination, e-learning materials management, and measuring onboarding effectiveness. This is the primary focus of the role. Support Ongoing Development: If necessary, extend beyond initial onboarding into everboarding, skill reinforcement, and ongoing learning programs that keep AEs sharp as the Engine product and market evolve. Content Governance: Keep New Business training materials, playbooks, battlecards, and talk tracks current, organized, and easy to find. Ensure reps know what’s available and how to use it. Support Broader Enablement Programs: Assist in delivering learning sessions, certifications, and GTM-wide programs as needed, contributing to performance outcomes beyond the AE onboarding track. Manage Tools & Systems: Coordinate day-to-day operations and tech-specific training of tools like Attention, Outreach, Salesforce, and our LMS platform, GTM Buddy. Assist RevOps and IT teams with user access, troubleshoot issues, and monitor usage. Drive Clarity Through Communication: Draft clear, timely updates for team members on onboarding expectations, process changes, product launches, and enablement resources. Strategic Partnership: Work closely with Sales leadership, Marketing, Product, and RevOps to keep onboarding content accurate, relevant, and aligned with what’s happening in the field. What You’ll Bring to Engine We’re looking for someone who’s ready to make an impact, take initiative, and grow alongside us: Proven experience in designing and owning onboarding or training programs, ideally for sales or Account Executive teams —this is the core requirement for the role. Public speaking excellence: You feel comfortable presenting information clearly to audiences of different sizes ( 2-120 people).  3+ years in sales enablement, sales, revenue operations, L&D, or GTM operations.  Strong program ownership skills . You can build a structured program from scratch and see it through to execution. Exceptional communication skills . You have the ability to work cross-functionally with different teams, such as Sales, Marketing, Product, and RevOps. Accountable. Organized and detail-oriented, you can manage multiple workstreams without dropping the ball. Comfortable with Day 0 Environments. You thrive where processes are undefined. You are a relentless self-starter who digs into the "how" and "why" on your own, turning missing documentation into an opportunity to establish the gold standard.  Instructional Design: Background in curriculum development and adult learning principles; experience tying training metrics to organizational KPIs is a plus Experience with Gong, Attention, Outreach, Salesforce, Articulate Rise, or LMS/CMS platforms is a plus. Location & Workspace: This role is based in our Chicago or Denver hubs. We operate on a hybrid schedule, requiring team members to be in-office three days per week to foster local collaboration and mentorship. Applications for this role will be accepted through 12/13/26 or until the role is filled. We encourage you to apply early, as we may begin reviewing applications before the deadline. 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 $72,300 — $100,000 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.

This role is published by Engine on greenhouse. SwiftFit is not the employer and does not accept applications.