Specialist, Revenue Enablement

Checkout.com; New York (NY); Hybrid; USD 90,000 - 120,000; Full time

Job summary

Checkout.com is seeking a Revenue Enablement Specialist to support the North America onboarding program. You’ll coordinate sessions, logistics, and learner communications, ensuring an engaging and smooth experience for new hires across Sales, Account Management, and other customer-facing teams.

You’ll track metrics, share insights, and collaborate with Commercial, People, Product, and Marketing to keep onboarding on track.

Qualifications

• 2-3 years of relevant experience in FinTech, financial services, technology, or SaaS.
• Strong written and verbal communication, with confidence facilitating groups or willingness to develop.

Responsibilities

• Coordinate day-to-day delivery of North America onboarding programs with plans and materials.
• Facilitate engaging live sessions for new hires across Sales, Business Development, and customer-facing teams.
• Adapt facilitation to each cohort’s needs and recommend program/content changes to the lead.
• Track attendance, completion, and learner feedback; summarize findings to identify gaps.
• Maintain learning resources in LMS/CMS and promote good platform practices.

Skills

FinTech experience

Strong communication

Onboarding experience

Organization

Collaboration

Data-driven

AI native

Tools

LMS experience

CMS experience

Enablement platform

Job description

Company Description

We’re Checkout.com. You might not know our name, but companies like eBay, Spotify, Klarna, Uber, and Sony do, because we’re behind many of the digital experiences you use every day.

We are where the world checks out, enabling over 10 billion transactions yearly for more than one billion global shoppers.

Whether you want to book a holiday, order food, renew a subscription, or check out online, there’s a good chance our tech powers the payments behind the scenes. Our platform helps the most ambitious businesses deliver effortless digital experiences, at scale.

If you want to do career-defining work, you’ve come to the right place. We move fast, think globally, and believe great teams are built by hiring exceptional people with conviction, curiosity, and the desire to make an impact.

With 20 offices across six continents and London as our HQ, we’re shaping the future of fintech - and we’re just getting started.

Position Overview

Checkout.com is one of the most exciting fintechs in the world. Our mission is to enable businesses and their communities to thrive in the digital economy. We’re the strategic payments partner for some of the best-known fast-moving brands globally such as Wise, Hut Group, Sony Electronics, Homebase, Henkel, Tamara and many others. Purpose-built with performance and scalability in mind, our flexible cloud-based payments platform helps global enterprises launch new products and create experiences customers love. And it's not just what we build that makes us different. It's how.

We empower passionate problem-solvers to collaborate, innovate and do their best work. That’s why we’re on the Forbes Cloud 100 list and a Great Place to Work accredited company. And we’re just getting started. We’re building diverse and inclusive teams around the world - because that’s how we create even better experiences for our merchants and our partners. And we need your help. Join us to build the digital economy of tomorrow.

The Revenue Enablement Specialist is responsible for supporting the wider Revenue Enablement team with content production, process management and improvements, reporting and communication.

What you’ll do

• Coordinate day-to-day delivery of our North America new-hire onboarding program using established plans and materials. Keep session schedules, logistics, learner communications, and follow-ups organized.

• Facilitate engaging live sessions for new hires across Business Development, Sales, Account Management, and other customer-facing teams.

• Create a supportive learner experience by adapting your facilitation to each cohort’s needs and experience. Share recommendations for content or program changes with the program lead.

• Track attendance, completion, learner feedback, and other agreed program measures. Organize the data and summarize findings to help identify gaps and opportunities to improve.

• Maintain accurate, easy-to-find learning resources in our learning and content platforms, and help colleagues follow good platform practices.

• Support learning activities at flagship events such as Kick-Off, President’s Club, and Commercial Leadership Summits, coordinating logistics and learning needs with event owners.

• Coordinate with partners across Commercial, People, Product, Operations, and Marketing to gather input and keep onboarding activities on track.

What you’ll bring

• 2-3 years of relevant experience; experience in FinTech, financial services, technology, or SaaS

• Strong written and verbal communication, with confidence facilitating groups or a willingness to develop that skill.

• Some experience supporting or delivering onboarding, training, learning programs, events, or enablement ideally for sales, customer success, or other customer-facing teams.

• Good organization, attention to detail, and follow-through across multiple tasks and deadlines.

• A collaborative, adaptable approach, including the ability to prioritize, ask for guidance, and work effectively as plans evolve.

• Comfort working with feedback and basic program data to identify patterns and suggest improvements.

• Interest in how commercial teams work and how learning can help them succeed.

• AI native, Tech-savvy and data-driven

Helpful, but not required

• Familiarity with a learning management system (LMS), content management system (CMS), or enablement platform.

• Exposure to sales playbooks or methodologies such as Command of the Message, MEDDPICC, or an equivalent approach.

• Familiarity with commercial or revenue cycles.

Additional Information

Bring all of you to work

We create the conditions for high performers to thrive, through real ownership, fewer blockers, and work that makes a difference from day one.

Here, you’ll move fast, take on meaningful challenges, and be recognized for the impact you deliver. It’s a place where ambition gets met with opportunity, and where your growth is in your hands.

We work as one team, and we back each other to succeed. So whatever your background or identity, if you’re ready to grow and make a difference, you’ll be right at home here.

It’s important we set you up for success and make our process as accessible as possible. So let us know in your application, or tell your recruiter directly, if you need anything to make your experience or working environment more comfortable.

Life at Checkout.com

We understand that work is just one part of your life. Our hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection.