Director, Revenue Operations at Plooto in Canada

Director, Revenue Operations About Plooto Plooto is a Canada-born fintech company on a mission to give small and mid-sized businesses the financial power to succeed on their own terms. We make payments secure, accurate, and stress-free so businesses and their accountants can spend less time in the books, confidently manage cash flow, and make smarter decisions every day. We’re a team that builds with integrity, agility, and heart, and we’re looking for customer-minded pros who share our passion to join us as we scale. Director of Revenue Operations We’re looking for a Director of Revenue Operations to build and scale the systems, processes, and insights that power our go-to-market engine. This role sits at the center of Sales, Marketing, Customer Success, and Finance—driving alignment, improving performance, and enabling predictable, scalable revenue growth as Plooto continues to grow. You’ll bring structure to how we operate, clarity to how we measure success, and momentum to how we execute. You’ll also play a key role in modernizing how we work, leveraging AI and automation to make our GTM teams faster, smarter, and more effective. What You’ll Do Own and optimize the end-to-end revenue engine across Marketing and Sales - from lead to close to expansion and retention Build and optimize a hybrid product-led and sales-supported growth model - ensuring a smooth experience between in-product conversion and rep-led or channel-driven sales where needed Drive forecasting, pipeline management, and reporting to improve predictability and decision-making Partner with GTM leaders to define targets, KPIs, and performance frameworks that align to company goals Build and scale revenue processes that are efficient, repeatable, and adaptable as we grow Improve data quality, visibility, and accessibility across the funnel to enable better insights and faster decisions Lead CRM (Salesforce) strategy, governance, and ongoing optimization Own and evolve the revenue tech stack, ensuring systems are integrated, scalable, and delivering real value Identify and implement automation and AI-driven solutions to increase efficiency, improve accuracy, and unlock new capabilities across GTM teams Support strategic planning, including annual planning, territory design, and capacity modeling Analyze performance trends and deliver clear, actionable recommendations to leadership Build and lead a high-performing RevOps function as the company scales How You Work AI-native operator: You don’t just use AI, but you rethink how work gets done with it. You’ve implemented AI to automate workflows, enhance decision-making, enrich data, or unlock new insights. You can point to specific examples where AI meaningfully improved speed, quality, or revenue outcomes. Deeply collaborative partnerships: You approach RevOps as both a strategic and service function. You listen first, understand the real problem, and work alongside stakeholders to design the right solution. You build trust through partnership and consistently elevate the teams around you. Systems thinker with a bias for action: You see how tools, data, and processes connect—but you don’t over-engineer. You prioritize what matters, move quickly, and iterate as you go. What You Bring 7–10+ years of experience in Revenue Operations, Sales Operations, or GTM Strategy Experience in a high-growth SaaS environment (fintech experience is a major plus) Hands-on experience owning and optimizing a modern revenue tech stack Proven ability to integrate systems and ensure clean, reliable data flows across the funnel Demonstrated experience applying AI and automation to improve GTM performance (e.g., forecasting accuracy, pipeline generation, sales productivity, customer expansion) Strong expertise in forecasting models, dashboards, and reporting frameworks Deep understanding of funnel metrics, pipeline dynamics, and revenue drivers Strong analytical skills, with experience using SQL, BI tools, or data platforms (preferred) Track record of driving cross-functional alignment and influencing senior leaders Experience building or scaling RevOps processes in a growing organization Excellent communication skills - able to translate complex data into clear, actionable business insights Bachelor’s degree in Business, Finance, Analytics, or a related field (MBA or relevant certifications are a plus) Why Become a Plootonian? If you’re looking to make a meaningful impact, look no further. We’re transforming the payments space in North America by delivering an unrivalled product experience to solve a real and pressing problem for SMBs. The biggest reason small businesses fail is poor financial management and cash flow — and Plooto fixes that. We have strong product-market fit, a massive opportunity ahead, and the backing of experienced fintech leaders. You’ll join a team that cares deeply about customer impact, takes pride in our craft, and moves with urgency. We’re just getting started — and you’ll help shape the next chapter of our growth story. Join Plooto and be part of a mission that matters. What We Value Curiosity and a drive to continuously improve how work gets done Ownership and accountability—you follow through and deliver results Thoughtful, intentional execution over unnecessary complexity A genuine desire to help teams succeed and perform at their best Show Us We care deeply about how you think and operate. Be ready to share specific examples of how you’ve used AI to meaningfully improve a go-to-market workflow, decision, or outcome—and how you partnered with stakeholders to make it successful. Equal Opportunity & Accessibility We are an equal opportunity employer and are committed to building a diverse and inclusive workplace. We welcome applications from individuals of all backgrounds and experiences. Accommodations are available upon request throughout the recruitment and selection process. If you require accommodation, please contact us at HR@plooto.com. AI in Hiring We may use technology, including artificial intelligence, to assist in the screening, assessment, or selection of applicants. These tools are used to support fair and consistent hiring practices. Applicant Privacy & Process We thank all applicants for their interest; however, only those selected for further consideration will be contacted. There is one vacant role open for this position.