Director of Strategy & Innovation

Who We AreAt Momentum Financial Services Group, we are dedicated to empowering individuals by transforming the way financial services are delivered to those in need. With over 40 years of expertise, we proudly operate Money Mart—Canada's largest non-bank branch network—leading the charge in providing financial solutions to underserved communities.Our offerings range from short-term loans to money transfers and prepaid cards, ensuring that millions of customers can access essential financial products when they need them the most.At MFSG, collaboration is at the heart of our operations. We work across various teams and functions to create impactful solutions that dismantle barriers and broaden access to financial resources. Whether you are innovating, strategizing, or problem-solving, your contributions make a difference in the lives of real people.

As the Director of Strategy at Oliver USA, you will play a pivotal role in shaping the strategic direction of our company. You will be responsible for driving business growth through innovative strategies, market analysis, and collaboration with cross-functional teams. Your leadership will help us navigate the evolving landscape of our industry, ensuring that we remain at the forefront of market trends and consumer needs.

At Range Group, we harness the transformative power of professional travel advisors, representing over $4.5 billion in annual travel sales. We are committed to the belief that travel advisors provide unparalleled value to every journey. With the right technology and round-the-clock support, they become irreplaceable assets. Our dedication to philanthropy is equally central to our mission; through the Range Foundation, we allocate 10% of our group profits to social impact initiatives, spanning exploration grants, educational access, cultural infrastructure, and immediate aid to global communities in need — all aimed at building a brighter future.Role OverviewAs the Senior Director of Strategy, reporting directly to the President, you will play a crucial role in steering Ensemble towards its strategic objectives. You will be instrumental in business planning, providing forward-looking analysis, and establishing key operational metrics essential for data-driven decision-making. Additionally, you will lead the development and validation of strategic projects while fostering strong internal relationships and cross-functional collaboration across various business units.

MaintainX is searching for a Director of Acquisition to drive growth by increasing customer acquisition and engagement. This senior leader will shape how the company attracts new customers and strengthens connections with current ones. What you will do Lead strategic projects that focus on both acquiring new customers and boosting engagement with existing users Collaborate with teams across MaintainX to design and carry out marketing strategies that align with growth objectives Use acquisition expertise to broaden market reach and enhance the customer journey Locations Miami, Florida, United States Montréal, Quebec, Canada Raleigh, North Carolina, United States San Francisco, California, United States Toronto, Ontario, Canada

About Clutch: At Clutch, we are revolutionizing the automotive experience by transforming how people buy, sell, and own cars. Are you ready to join us? As Canada's largest online used car retailer, we provide a seamless and stress-free car-buying journey for drivers nationwide. Customers can explore a vast selection of vehicles from the comfort of their homes, have their chosen car delivered right to their doorstep, and enjoy the confidence that comes with our 10-Day Money-Back Guarantee—and that’s just the tip of the iceberg. We have been recognized for five consecutive years in the Globe & Mail’s Top Growing Companies in Canada, along with accolades from Deloitte's Technology Fast 50™ and Fast 500™ lists. We are eager to expand our dynamic team with curious, dedicated, and driven individuals. Founded in 2017 and headquartered in Toronto, Clutch operates in Ontario, New Brunswick, Nova Scotia, British Columbia, and Prince Edward Island. Our company is supported by esteemed investors such as D1 Capital, Canaan, Real Ventures, BrandProject, and Upper90. Discover more about us at clutch.ca. About the Role: We are on a quest to assemble a world-class team that champions innovation, growth, and excellence. As we experience rapid scaling, we are seeking a strategic and analytical Director of Pricing to build and lead a high-performing pricing team. This pivotal role will be responsible for developing and executing pricing strategies for our Sell to Clutch and Vehicle Markets Group, enhancing profitability, customer conversion, and operational efficiency across our acquisition and retail channels. Collaborating closely with our Data Engineering team, you will ensure that robust data pipelines and insights drive every pricing decision. In this data-rich environment, you will oversee pricing and conversion across over 10,000 new offers weekly, utilizing a database of more than 250,000 customer offers with current market valuations to craft pricing frameworks, reporting structures, and disposition strategies that elevate our company's performance and competitiveness. What You’ll Do: Price Optimization Strategy: Develop and continuously refine pricing algorithms and offer-optimization strategies to maximize conversion rates across high-volume acquisition and retail channels. Build & Lead Pricing Team: Recruit, mentor, and manage a diverse team of pricing analysts and data scientists, cultivating a culture of analytical rigor, innovation, and rapid iteration. Acquisition & Retail Pricing Matrix: Establish and maintain comprehensive pricing frameworks that enhance operational efficiency and profitability.

About Our Company:Cologix, headquartered in Denver, Colorado, is a premier network-neutral interconnection and hyperscale edge data center provider across North America. Our extensive platform grants access to over 45 digital edge and Scalelogix℠ hyperscale edge data centers in 13 key markets throughout the U.S. and Canada. We pride ourselves on a carrier-dense ecosystem comprising more than 710 networks, over 360 cloud providers, 35 onramps, and seven Internet exchanges. With nearly 2,000 customers benefiting from direct access to our dedicated local operations teams, we foster strong partnerships through exceptional operational support and unparalleled customer service. Supported by one of North America's largest infrastructure funds, our experienced leadership team, certified professionals, and commitment to ESG initiatives cultivate a culture that values our people, our environment, and our clients.Role OverviewWe are on the hunt for a strategic and hands-on Director of Digital Marketing to spearhead our digital strategy across North America. This pivotal role encompasses complete ownership of digital performance—from strategy and execution to optimization and reporting—focused on our data center solutions tailored for enterprises, hyperscalers, and service providers.This position is designed for a player-coach who will guide a lean team while actively contributing to essential channels, including website optimization, paid media, search, content, social, and blogging. The Director will oversee a demand center operations resource and a marketing specialist who is a shared resource.The successful candidate will be tasked with driving measurable pipeline impact, enhancing brand authority, and ensuring that digital marketing serves as a scalable growth engine aligned with our revenue objectives.

Salary range: starting from $140,000 CADReason for hiring: expansion of team Entain’s Strategy team for the Americas and Southern Europe is on the lookout for a dynamic Strategy Manager to bolster its operations in Canada. In this pivotal role, you will be instrumental in shaping and executing strategies aimed at enhancing financial outcomes.As a member of the team, you will report directly to the Associate Director of Strategy for the region. This role bridges the gap between strategic planning and operational execution, collaborating with both local and regional leadership to tackle significant strategic initiatives. You will also engage with local operational teams to drive measurable results.Your collaboration will span various commercial functions across Canada and central Entain, including Digital, Product and Technology, Operations, Marketing, Sales, and regional corporate leadership.We seek exceptionally talented Strategy professionals who uphold the highest ethical standards and have a background in Strategy Consulting. If you thrive in a fast-paced commercial environment, this opportunity is for you.The ideal candidate will demonstrate experience in developing and executing commercial strategy frameworks, influencing Executive leaders on crucial strategic and investment matters, and conducting commercial due diligence and growth strategy initiatives. Experience with large-scale transformations and project management will be considered a strong asset.While prior experience in the sports and gaming sector is preferred, it is not a strict requirement.Key Responsibilities:Strategic Projects: Lead high-visibility growth strategy initiatives by conducting strategic analysis, financial modeling, and synthesizing findings for presentation to internal executive leaders and functional managers.Operational Execution: Assist in the development and implementation of plans to operationalize strategies aimed at revenue growth, market expansion, and competitive positioning in Canada.Partnership Management: Provide strategic direction and foster relationships with key external vendors (e.g., sports and media partners, suppliers, and agencies).Market & Competitive Analysis: Stay abreast of industry trends, competitor actions, and regulatory changes to identify opportunities and threats.Business Performance Monitoring & Optimization: Collaborate with cross-functional teams (product, marketing, finance, etc.) to create frameworks for evaluating and enhancing performance.Data-Driven Insights: Utilize data analysis to derive business insights that inform strategic decision-making.Thought Leadership: Share industry knowledge and contribute to thought leadership initiatives.

About IdeogramAt Ideogram, we are dedicated to democratizing high-quality design, empowering creativity on a global scale. Our cutting-edge generative media models and AI-driven creative workflows address long-standing challenges in graphic design. Our talented team comprises innovators with a history of technological advancements, including pioneering research in Diffusion Models and contributions to Google’s Imagen and Imagen Video. We prioritize design excellence, aesthetic appeal, and craftsmanship alongside rigorous research and engineering, delivering exceptional experiences that resonate with creators.Having secured nearly $100 million in funding from leading investors such as Andreessen Horowitz and Index Ventures, we are headquartered in Toronto and expanding our presence in New York City. Our rapid growth trajectory anticipates a team expansion to triple its size in the coming year. Emphasizing a culture of flat hierarchy, responsibility, collaboration, and mentorship, we are committed to fostering an environment where every team member can thrive.Discover our innovations by exploring Ideogram 3.0, Canvas, and Character. Experience Ideogram firsthand at ideogram.ai.About The RoleWe are searching for a Director of Growth who will pioneer our marketing strategy and spearhead the next stage of user acquisition. This is a rare chance to be the inaugural marketing team member at a rapidly evolving AI startup, collaborating closely with the CEO and product team to shape and implement our go-to-market strategy. Ideogram serves a vibrant creative community that produces millions of professional-quality designs daily, placing you at the crossroads of technology, design, and culture. You will embrace diverse responsibilities, operate with a sense of urgency, and flourish in a fast-paced, collaborative environment. This role offers the opportunity to establish the marketing framework for a groundbreaking product and to devise bold, innovative growth strategies.What We’re Looking ForA minimum of 5 years of marketing experience, preferably as an early marketing hire in a startup environment.Demonstrated success in driving growth through creative marketing initiatives.In-depth knowledge of SEO, email marketing, digital marketing, and content production.Experience in managing contractors or freelancers to execute marketing strategies.Proficiency in leveraging analytics to inform decision-making and optimize marketing efforts.

Vidsy is looking for a Creative Strategy Coordinator based in Toronto. This role centers on supporting the creation of strategies that enhance brand storytelling through video content. Role focus The Creative Strategy Coordinator helps shape campaigns that engage audiences. Working closely with various teams, this position contributes ideas and assists in developing approaches that make brand stories stand out in video formats. Collaboration Success in this role depends on strong teamwork. The Coordinator partners with colleagues across departments to bring creative concepts to life and ensure campaigns resonate with viewers. Who succeeds here Creative thinking and the ability to work well with others are key. This position suits someone who enjoys finding new ways to connect brands and audiences through video storytelling.

Role Overview The Director of Communications Design at Mediabrands leads the development of integrated media communication strategies for a varied client base. This leadership role centers on guiding a team of planning professionals to deliver media solutions that support client goals. Main Responsibilities Shape and direct strategic thinking for media products, focusing on executions that deliver strong results. Own key client objectives and participate actively in business planning meetings to support client success. Collaboration and Leadership This position works closely with an integrated media planning team, using insights and expertise to ensure media executions connect with target audiences. Location Based in Toronto, Ontario, Canada.

Role overview Entain seeks a Senior Strategy Manager in Toronto to shape strategic decisions for the Canadian market. This role centers on identifying and evaluating new opportunities, creating practical strategies, and partnering with teams across the company to bring those strategies to life. Key responsibilities Study the Canadian market to identify trends and areas for growth Design clear, actionable strategies to strengthen Entain’s market position Work with colleagues from multiple departments to implement strategic plans Apply data and insights to support business development and innovation Impact This position plays a direct role in advancing Entain’s growth and fostering innovation within a competitive industry.

Join NeoFinancial as a Principal in Strategy and Operations within the Banking sector. In this pivotal role, you will lead strategic initiatives to enhance operational efficiency and drive growth. Collaborate with cross-functional teams to develop and implement innovative solutions that address complex challenges and create value for our clients. Your expertise will help shape the future of banking with cutting-edge strategies and operational excellence.

Role Overview Klick Health is hiring a Vice President of Medical Strategy in Toronto. This senior leader shapes medical strategy for clients, guiding both development and execution. The role sets direction for a skilled team and works closely with colleagues across departments to strengthen Klick Health’s medical offerings. What You Will Do Develop and implement medical strategies that align with client goals Lead and mentor a team focused on medical strategy Collaborate with cross-functional partners to advance client projects Apply medical expertise to expand and refine Klick Health’s capabilities Shape the company’s growth and influence within the healthcare sector

About Clutch: At Clutch, we are passionately committed to transforming the car buying, selling, and ownership experience for our customers. Are you ready to join us in this mission? As Canada's largest online used car retailer, we pride ourselves on providing a seamless and hassle-free car buying journey. Customers can explore a vast selection of vehicles from the comfort of their homes, enjoy delivery right to their doorsteps, and benefit from our 10-Day Money-Back Guarantee. And that’s just the beginning. Recognized for five consecutive years on the Globe & Mail’s list of the Top Growing Companies in Canada, and featured on Deloitte’s Technology Fast 50™ and Fast 500™ lists, we are eager to expand our dynamic team with motivated, curious, and hardworking professionals. Founded in 2017 and headquartered in Toronto, Clutch operates across Ontario, New Brunswick, Nova Scotia, British Columbia, and Prince Edward Island. We are supported by a range of world-class investors, including D1 Capital, Canaan, Real Ventures, BrandProject, and Upper90. Discover more at clutch.ca. About the Role: We are on the lookout for a Senior Manager of Strategy & Operations to join our Vehicle Markets Group / Pricing Team. In this pivotal role, you will be responsible for transforming complex pricing and operational data into clear, actionable strategies. This includes owning reporting, frameworks, and cross-functional execution that enhances funnel conversion, margin expansion, and inventory efficiency across retail, wholesale, and export markets. You will convert market insights into playbooks that propel growth—optimizing our conversion engine, refining day-0 pricing and aging rules, and guiding inventory management for optimal value. You will also manage the reporting cadence and strategic projects that ensure alignment among executives, translating insights into actionable steps to meet our ambitious growth and margin-expansion targets. Essentially, you will act as the strategic connector between analytics and execution.

Role overview venn is hiring a Strategy & Operations Manager in Toronto. This role focuses on improving how the company operates and shaping strategies that support business objectives. The position involves working closely with teams across the organization to spot areas for improvement and put practical solutions in place. What you will do Drive operational efficiency across departments Develop and support strategic initiatives that match company goals Collaborate with cross-functional teams to identify and address process gaps Implement changes that strengthen overall performance

As the Head of Content Strategy, you will play a pivotal role in shaping the narrative and messaging of our brand. You will lead the content team to develop innovative strategies that resonate with our audience and drive engagement. This position requires a visionary leader who can optimize content across various platforms, ensuring alignment with our business goals.

We are on the lookout for a visionary and strategic Vice President of Brand and Market Strategy to sculpt the way the market perceives SOCi and the innovative category we are pioneering.This is a crucial leadership role. Your responsibility extends beyond merely building a brand; you will be instrumental in crafting the narrative for an entirely new market segment that merges AI, local search, and multi-location marketing. You will define our market positioning, amplify our voice, and ensure that every element—ranging from executive storytelling to product messaging—aligns into a cohesive and compelling narrative.This role is predominantly brand-focused (60–70%) with significant oversight of Product Marketing (30–40%). You will be accountable for how SOCi is represented across all touchpoints, from our category narrative and thought leadership to our content strategy and communication engine, while guaranteeing that our product marketing efforts effectively translate that narrative into clear, distinct, and revenue-generating go-to-market strategies.SOCi anticipates offering a base salary ranging from $190,000 to $250,000 CAD, in addition to bonuses/commission. Individual salaries within this range will be determined based on factors such as relevant skills, experience, and education.

PENN Entertainment, Inc. stands as North America’s premier provider of integrated entertainment, sports content, and casino gaming experiences. We offer everything from vibrant casinos and racetracks to engaging online gaming, sports betting, and compelling entertainment content, ensuring we deliver the experiences that our customers desire, precisely when and where they want them.We are continually seeking individuals who are driven by a passion for innovating and delivering state-of-the-art online gaming and sports media products. Through our platforms like Hollywood Casino, theScore Bet Sportsbook, and theScore media app, we are excited to redefine the possibilities in our industry. Our cutting-edge platforms are fueled by proprietary in-house technology, a cornerstone of PENN’s omnichannel gaming and entertainment strategy.Joining PENN Entertainment’s digital team means you will work on these innovative platforms through theScore and PENN Interactive while being part of a company dedicated to your career advancement. We are committed to supporting your growth as you develop new skills and explore exciting opportunities.With locations throughout North America, you can shape your future with PENN Entertainment from wherever you are. If you are ready to challenge the norms in gaming, media, and entertainment, we want to hear from you.About the Role & TeamThe Director of CRM is a pivotal leadership position within the Penn Interactive Sportsbook and Online Casino Marketing team, responsible for shaping and implementing comprehensive customer lifecycle strategies across all product verticals. In this role, you will spearhead CRM initiatives that ensure the right promotional offerings reach the appropriate customer segments at the optimal times, leveraging data-driven insights and automation to enhance personalized engagement and maximize customer lifetime value.Your primary objective is to elevate customer lifetime value through increased engagement and retention. A data-centric approach will guide your strategic planning. You will possess proven expertise in developing sophisticated personalization at scale, automation, strategic marketing, and technological innovation, while also ensuring a cohesive omnichannel player experience amidst evolving communication channels and fostering a robust test-and-learn culture.About the WorkLead the development, execution, and management of a robust CRM strategy, including automated segmented lifecycle campaigns that drive re-engagement.

Role Overview FanDuel is looking for a Brand Strategy Manager to join the Sportsbook division in Toronto. This position plays a central role in executing brand strategy across every touchpoint. The Brand Strategy Manager produces creative briefs, shapes integrated campaigns, and works closely with all marketing teams to ensure the brand proposition reaches the audience with clarity and impact. This role sits within the Brand Marketing function and directly influences long-term marketing strategy. Flexibility is important, as responsibilities may shift based on business needs. What You Will Do Lead Sportsbook marketing initiatives, coordinating deliverables across teams. Connect marketing objectives with strategic plans, especially around key moments in Sportsbook campaigns. Create detailed creative briefs and review campaign executions for quality and consistency. Manage day-to-day interactions with the creative agency to maintain brand alignment. Analyze target audience data and identify opportunities to highlight brand strengths during major sporting events. Work with media teams to bring Sportsbook messaging to life in important placements. Ensure clear communication of plans and run effective briefing processes for creative teams. Monitor competitor advertising and find ways to strengthen FanDuel’s market position. Build and reinforce the internal brand identity for Sportsbook.

Join NeoFinancial as the Principal of Strategy and Operations in our Mortgages division, where you will lead the development and execution of strategic initiatives that drive growth and efficiency. This is your opportunity to shape the future of our mortgage offerings, leveraging data and insights to inform decision-making and enhance customer experiences. You will collaborate closely with cross-functional teams, guiding operational improvements and ensuring alignment with our strategic goals.