Chicago, Illinois, United States
2 months ago

Job Overview

Pay
$115,000 - $160,000

Job description

Location:
Chicago, Illinois, United States
Work arrangement:
On-site

Role Summary

About Engine

Engine is the AI-native platform for intelligent travel. For a decade, Engine has built the proprietary technology and supply behind modern business travel, serving over 38,000 customers and nearly 2 million travelers, along with leading travel and AI companies that build on Engine's infrastructure. One system powers business travel, group travel, human agents, and AI agents.

That work has earned recognition as one of Fast Company's Best Workplaces for Innovators (2025), TravelTech's Reservation Platform of the Year (2026), and one of Built In's Best Places to Work (2020–2026).

We're looking for bold, ambitious people to help redefine how businesses manage and experience travel. Working here, you can expect exponential growth, an ambitious pace, full ownership, and high-caliber colleagues who push you to do the best work of your career. Every hire raises the bar.

Come outpace the ordinary and build the future of travel with us.

Responsibilities

As the Sr. Sales Enablement Manager, Outbound at Engine, you will be responsible for planning, developing, and delivering sales enablement & everboarding programs to the Outbound (Sales Executives, Accounts Executives) team. In this role, you will implement a framework for role effectiveness and create systems to both enable and evaluate the team against them. Our goal is to ensure our Outbound team demonstrates the sales skills and knowledge needed to be best in class. You will ensure that the team demonstrates consistency in our positioning, is equipped to maximize revenue opportunity and is effectively leveraging our tools and tech stack to deliver optimal results.

  • Sales Training & Development: Own the Outbound Organization Sales Training program post-onboarding, and act as the primary contact for Outbound enablement projects.
  • Cross-Functional Collaboration: Partner closely with the VP of Sales, the broader Senior leadership team, and ensure alignment with revenue operations, marketing, product, and the Partnerships and Expansion team.
  • Playbook Implementation: Develop, deliver, and train end-to-end Outbound playbooks in collaboration with revenue leadership, first-line managers, revenue operations, and PMM.
  • Certifications & Methodology: Certify reps against role specific product and call expectations to ensure content, tools, delivery, and measurement effectiveness.
  • Performance Evaluation: Drive results through inspection, evaluation, and accountability of designed sales skill playbooks.
  • Sales Technology Utilization: Leverage sales technology tools for reporting, benchmarking, and optimizing performance.
  • Stakeholder Engagement & Improvement: Regularly spend time with front-line managers and reps to understand needs and build revenue enablement deliverables to enhance performance.

Onboarding Alignment: Partner with our onboarding and STM (Sales Training Manager) teams to ensure what’s learned in onboarding is being carried through post IC ramp

What you’ll bring to Engine

  • Sales Enablement Experience: 5+ years in sales enablement, preferably with a background in SaaS sales.
  • Proven Performance: A consistent track record of exceptional performance, delivering quantifiable impact on company revenue.
  • Cross-Functional Collaboration: Experience working cross-functionally with product, marketing, new business, and revenue operations teams.
  • Revenue Tool Proficiency: Comfortable with revenue tooling such as Salesforce, Outreach, and Call Coaching software.
  • Independence in Growth Environments: The ability to work independently in a hyper-growth environment.
  • Agility & Flexibility: Thrives in the unknown, incredibly agile, and able to juggle multiple priorities effectively.
  • Training & Development: Ability to effectively and concisely train team members on new tools and processes.
  • Project Management Experience: Experience with a project management tool such as Asana, Wrike, Monday.com, etc.
  • Product Feedback Expertise: Provide subject-matter-expert feedback to product managers on the vision of the product roadmap and tool specifics

Applications for this role will be accepted through November 16, 2026 or until the role is filled. We encourage you to apply early, as we may begin reviewing applications before the deadline.

Salary

Our compensation packages are based on several factors, including your experience, expertise, and location. In addition to a competitive base salary, all roles receive equity. Depending on the role, total compensation may also include an annual bonus. Your recruiter will share your complete compensation package as you move through the process.

Benefits

  • $115,000 — $160,000 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 equity for all employees. Some roles are also eligible for bonuses or commissions.
  • 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

Role:
Sr. Revenue Enablement Manager, Outbound

Company profile

Engine is a travel management platform for businesses that lets companies book hotels, flights, rental cars and meeting spaces and manage travel and spend in one place. It supports teams, crews, groups and events with tools for group travel coordination, reporting and consolidated billing through DirectBill, and says customers save 26% on average. Built in Denver, the company began in 2018 when Hotel Engine broke off from Travelers Haven, later raised Series A, B and C rounds, and rebranded as Engine in 2024. It is trusted by 30,000+ businesses.

Founded
2018

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