Revenue Enablement Manager

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.

Our mission is to enable businesses and their communities to thrive in the digital economy. Checkout.com builds payment technology that helps ambitious businesses accept payments, get paid out, and grow into new markets. We work as one team, move with ownership, and look for better ways to help our merchants succeed.

About the Role

As the BDR Academy Lead, you will own the design, delivery, and continuous improvement of Checkout.com’s global Revenue Academy. You will turn commercial priorities into a structured, measurable development journey that helps Business Development Representatives (BDRs) build deep product knowledge, master prospecting skills, and apply our proprietary Sales Methodology. Your work will directly impact quality pipeline creation and prepare BDRs to progress into future commercial roles.

The Academy provides a consistent global foundation, tailored to two distinct sales motions: Mid-Tier and Enterprise.

Key Responsibilities

1. Own the BDR Academy End-to-End

• Partner with BDR and Commercial leadership to establish the Academy’s operating model, annual roadmap, governance, and continuous improvement cycle.

• Manage the complete learner journey from onboarding to graduation, including cohort planning, communications, milestones, and learner support.

• Build and maintain a unified global curriculum with clear applications for Mid-Tier and Enterprise motions, balancing global consistency with necessary regional adaptations.

• Translate field needs into clear learning outcomes, facilitator guides, practical exercises, and reusable assets.

• Coordinate cohort intake and operational readiness across regional BDR leaders, Sales, People, and Talent Acquisition teams.

• Deliver learning efficiently using a blend of e-learning, virtual sessions, and in-person training (directly or via regional partners).

2. Drive Capability & Field Application

• Facilitate engaging blended learning programs: live workshops, practice simulations, call reviews, coaching sessions, and on-the-job application.

• Earn internal "Train-the-Trainer" certification for the Checkout.com proprietary Sales Methodology.

• Build BDR expertise across payments, Checkout.com products, discovery and qualification, account research, stakeholder mapping, outreach strategies, and commercial tools (including approved AI tools).

• Partner with managers to connect training to live BDR workflows, reinforce positive behaviors, and identify capability gaps early.

• Act as an AI champion, supporting managers in embedding approved AI tools and automated workflows into BDR routines.

3. Maintain Standards, Certification & Progression

• Define competency standards, rubric-based assessments, and clear certification requirements for the BDR pathway.

• Lead evidence-based milestone reviews with managers and leaders at key stages (onboarding, probation, and progression gates).

• Track completion rates, assessment results, and revenue impact; provide transparent data to help managers make informed progression decisions.

• Prepare BDRs for future commercial roles (e.g., Sales, Account Management) while managing clear performance-based expectations.

4. Measure Impact & Collaborate Globally

• Track and maintain an Academy Scorecard covering metrics such as onboarding speed, certification rates, pipeline contribution quality, and learner/manager feedback.

• Analyze cohort performance by region and stage to resolve bottlenecks and optimize delivery.

• Collaborate with regional teams to ensure local market relevance without compromising global standards.

What Success Looks Like

• Clear Pathways: BDRs follow a structured, tailored learning journey appropriate for their target market motion (Mid-Tier or Enterprise).

• Actionable Learning: Coaching and training directly translate into improved live prospecting and pipeline generation.

• Transparent Growth: Progression decisions are timely, objective, and grounded in clear competency evidence.

• Measurable Value: Executive leadership receives clear, data-backed insights on cohort health, capability growth, and revenue contribution.

• Scalable Operations: The Academy scales seamlessly across global regions without losing quality or accountability.

What You Bring

Essential Experience & Qualifications

• Commercial & Enablement Background: Direct experience in BDR/SDR roles, BDR leadership, Revenue/Sales Enablement, or sales performance program management.

• Program Architecture: Proven track record of designing, running, or scaling structured sales onboarding or development programs with clear milestones.

• Instructional Design & Facilitation: Strong expertise in adult learning principles, workshop facilitation, and turning strategic concepts into practical, engaging training.

• Stakeholder Management: Confidence collaborating with, influencing, and guiding frontline managers and senior commercial leaders.

• Analytical & Operational Skills: Data-driven mindset with experience using performance metrics and feedback to evaluate programs and drive continuous improvement.

• Tech & AI Positive: Comfortable using modern sales engagement platforms, learning technology, and approved AI tools to enhance productivity.

• Proactive Leadership: Collaborative yet assertive approach - able to operate independently, take full ownership, and advocate for high standards.

Preferred (Nice-to-Have)

• Experience in payments, fintech, SaaS, or complex B2B technology sectors.

• Familiarity with Salesforce, Learning Management Systems (LMS), and sales engagement tools.

• Experience building or administering skills assessments, certification programs, or analytics dashboards.

• Fluency in additional languages relevant to Checkout.com’s key global markets.

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.

Curious about what it’s like to be part of our team? Visit our Careers Page to learn more about our culture, open roles, and what drives us.

For a closer look at daily life at Checkout.com, follow us on LinkedIn and Instagram