Manager, Sales Development Representatives at Engine in Chicago, IL

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. We believe that people don’t just want to work for a company—they want to be part of something bigger. At Engine, we’re building more than a team; we’re building a movement. One where individuality is celebrated, where challenge fuels growth, and where the status quo is never enough. We know we’re not for everyone, and that’s okay. But if you thrive in a fast-moving, high-impact environment and want to shape the future of travel, you just might belong here. Curious? Check out our DNA—if it resonates with you, let’s chat! We’re looking for a passionate, team-first Sales Development Manager to lead, coach, and inspire our growing Sales Development Representative team. This person will be instrumental in shaping early sales talent, guiding them toward successful careers as Account Executives, and driving the performance of our outbound sales efforts. Note: this role will require you to work out of our Chicago office Monday-Thursday. Your Mission: Coach & Develop: Provide daily hands-on coaching to entry-level SDRs with a focus on cold calling skills, objection handling, prospecting strategies, and professional development. Talent Growth: Foster a career path for SDRs with clear milestones, and champion internal promotions into Account Executive roles. Inspire & Motivate: Create an environment of energy and positivity; be a consistent source of motivation for a team doing the hard work of outbound prospecting every day. Lead by Example: Roll up your sleeves and demonstrate what great looks like — whether that’s jumping into call reviews, strategizing outreach sequences, or role-playing tough conversations. Performance Management: Set clear goals, track KPIs (e.g., meetings booked, pipeline influenced), and implement systems to ensure accountability and continuous improvement. Culture Builder: Embody a "Together We Thrive" ethos by putting the team’s success ahead of personal recognition and celebrating wins—big and small. Recruit & Onboard: Hire and onboard SDRs who match our culture and growth mindset. Be a champion of diverse and inclusive hiring practices. What You’ll Bring to Engine: We’re looking for someone who’s ready to make an impact and grow alongside us: 3–5+ years of sales experience, with 1–2+ years managing SDR or BDR teams Proven track record of promoting SDRs to quota-carrying roles and building scalable training and development frameworks Deep understanding of outbound sales methodologies (cold calling, social selling, cadence creation, etc.) High EQ and excellent communication skills — able to motivate, challenge, and support in equal measure Experience with sales tech stack (e.g., Salesforce, Outreach, Gong,) Collaborative, selfless leadership style that puts the team first and thrives on shared success Data-driven decision-maker who can analyze performance metrics and adjust strategies accordingly A passion for helping people grow into the best version of themselves Applications for this role will be accepted through August 1, 2026or 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 $115,000—$140,000 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 atengine.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.