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Director, GTM Enablement

FlexPay

FlexPay

Toronto, ON, Canada
Posted on Nov 5, 2025

About Revaly

Revaly is the essential infrastructure for payments, protecting revenue, relationships, and the integrity of digital commerce. We make sure what you earn, you keep. Our platform helps performance-driven businesses unlock hidden growth by turning failed or at-risk payments into approved revenue. We connect merchants and issuers in real time, using intelligence drawn from across the payment ecosystem to make approvals work smarter.

Now, we’re scaling and we’re looking for a leader who can do the same for our go-to-market teams.

About the Role

This is a foundational hire. As Director, GTM Enablement you’ll build the systems, training, and insights that turn potential into performance. Your focus: sales enablement: designing the structure, tools, and content that help our revenue teams ramp faster, sell smarter, and deliver measurable results.

You’ll be hands-on from day one, building the foundations of enablement while shaping how we measure, coach, and scale as Revaly grows.

What You’ll Be Doing:

Sales Enablement & Learning

  • Design and deliver onboarding, training, and enablement programs for Sales, Customer Success, and Partnerships.
  • Build playbooks that make selling the Revaly story simple, confident, and consistent.
  • Identify skill gaps and create learning paths that directly improve performance.
  • Turn insight into action, helping every revenue team member close faster and retain longer.

Revenue Operations & Systems

  • Build scalable GTM infrastructure: CRM, automation, and analytics that make revenue performance visible and predictable.
  • Define pipeline metrics, implement forecasting models, and maintain process clarity across the funnel.
  • Partner with Marketing and CS to ensure data alignment and enable smooth handoffs.
  • Lead adoption of tools that empower, not overwhelm, teams.

Content, Tools & AI Enablement

  • Develop enablement content, from sales collateral to competitive battlecards, that equips teams to win.
  • Introduce AI-powered tools that enhance productivity and capture market intelligence.
  • Keep resources accessible, current, and aligned with business priorities.

Performance, Insights & Optimization

  • Measure enablement impact through KPIs like ramp time, win rate, deal velocity, and retention.
  • Use data to identify trends, uncover friction points, and continuously refine programs.
  • Provide actionable insights that guide GTM strategy and strengthen execution discipline.

Collaboration & Strategic Impact

  • Act as a trusted partner to Sales, Marketing, Product, and Customer Success.
  • Connect teams through shared goals and transparent reporting.
  • Contribute to GTM strategy as we expand, ensuring enablement and revenue operations evolve together.

What You Bring

  • 6+ years in Revenue Operations, Sales Enablement, or GTM strategy in B2B SaaS or fintech.
  • Experience building enablement programs and processes from the ground up.
  • Deep understanding of sales operations, pipeline management, and data-driven decision-making.
  • Strong instructional design and facilitation skills, you make learning stick.
  • Ability to translate data into action and strategy into enablement.
  • Familiarity or curiosity with AI-powered productivity tools.
  • A calm, confident communicator who thrives in fast-moving, high-accountability environments.

What Success Looks Like

  • Teams ramp faster and sell with confidence - because the systems and training are built for how they actually work.
  • Our data is clean, our process is consistent, and our insights drive better decisions.
  • Enablement materials are used and loved. They are practical, accessible, and built for impact.
  • We see measurable improvement in win rates, deal velocity, and retention.
  • You’re known across the company as the connective tissue between people, process, and performance.

Why Revaly

We’re a growing global company committed to building a team filled with diverse cultures, viewpoints, and experiences. As they say, variety is the spice of life. No matter how large we become, we will always be connected through our shared sense of community and slightly quirky personalities.

Our vibrant culture is filled with talented, creative, deeply curious, high achievers. We believe in and invest in our people because we know they are the secret to our success. We are happy to extend the following benefits to our employees:

  • Unlimited paid time off
  • 100% remote work
  • Flexible hours
  • Comprehensive health benefits package effective from day one

What to Expect from the Hiring Process

We believe hiring should feel like a conversation, not a test. Here’s what you can expect if you apply:

Step 1 — Conversation with People & Culture (30 minutes)
If your experience looks like a fit, you’ll meet with our Head of People & Culture for a video chat. It’s a two-way conversation, we’ll learn about your background, skills, and what energizes you, and you’ll have space to ask about Revaly, our mission, and what it’s like to work here. It’s also a chance to make sure the vibes are right on both sides.

Step 2 — Conversation with the Hiring Manager (60 minutes)
Next, you’ll meet with the hiring manager for a deeper dive into your role-specific experience. We’ll talk through real scenarios, how you approach challenges, and what success looks like in this role. You’ll also get a clearer picture of the team’s goals and priorities.

Step 3 — Meet a Future Teammate (60 minutes)
In this stage, you’ll meet with someone from the team you’ll work closely with. This is your chance to get an on-the-ground perspective, how the team collaborates, what day-to-day looks like, and the kind of people you’ll be building alongside.

Step 4 — 90 Day Ramp Up Presentation (30 minutes)

In this final stage, we ask candidates to prepare and present a 90 day ramp up plan to the hiring manager. This is an opportunity for candidates to outline how they would approach their first 3 months in the role, what they’d aim to learn, prioritize, and accomplish. This is a chance to show your understanding of the role, the company, and the environment we’re operating in, while giving the hiring manager a glimpse into how you think, structure your approach to learning and communicate your ideas.

We hire for both skill and fit, looking for people who are not just aligned with our values, but who will add to our culture with their ideas, energy, and perspective.

Revaly is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, colour, religion, sex, sexual orientation, gender identity, national origin, disability, or any other characteristic protected by law. Accommodation is available upon request for applicants with disabilities.