Senior Director, Sales Effectiveness

Join Our Journey at Engine

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.

Your Mission:
Engine is looking for a Senior Director of Sales Effectiveness to lead our sales coaching, development, and enablement initiatives. This role will drive comprehensive sales onboarding, deliver ongoing training programs, develop coaching frameworks, and create impactful sales plays. This position is responsible for elevating the performance of our sales team, ultimately increasing sales productivity and supporting sales force transformation.

• Design and implement structured coaching frameworks and methodologies that help sales managers effectively develop their teams
• Lead the development of comprehensive training curricula for all sales roles, incorporating both foundational skills and advanced selling techniques
• Conduct an analysis of the current state of sales productivity in conjunction with Sales Operations and Sales Leadership
• Establish metrics and objectives for sales enablement and make recommendations for increasing sales productivity
• Map company's sales process with our customer's buying process to enhance what skills, knowledge, process, and tools are required by our sales force
• Develop and manage the 12-18-month Sales Enablement & Training roadmap
• Implement the development, delivery, and training of effective sales playbooks by Sales role
• Create and update playbooks and sales plays based on seller feedback and shifting market demands
• Design and deliver advanced coaching programs for frontline managers
• Roll out a comprehensive on-boarding program through direct and third-party resources
• Partner with sales leadership and HR to establish a sales competency and assessment framework
• Drive measurable increases in sales metrics through targeted coaching and training interventions
• Regularly spend time in the field with managers and Account Executives to provide real-time coaching

What You’ll Bring to Engine:
We’re looking for someone who’s ready to make an impact and grow alongside us:

• Experience: 
• BS/BA Required
• 8+ years of sales enablement experience with demonstrated expertise in coaching and training program development
• 3+ years of sales/sales operations experience with high tech, start-up, B2B organizations
• 3+ years of people management experience
• Skills: You’re a problem-solver with a proven track record creating and implementing successful sales coaching frameworks and methodologies and you thrive in fast-paced, innovative environments.
• Tech-Savvy: Bonus points if you’re fluent in CRM (such as Salesforce.com) and sales enablement platforms
• Mindset: You’re ready to roll up your sleeves, collaborate, and deliver results that matter.

Cash compensation: The base salary for this role is starting at $200,000-$240,000 with upside potential based on performance. Final compensation packages are determined by various factors, including prior experience and expertise. 

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.

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.