System Analyst - Financial Planning & Analysis (FP&A) at Wealthsimple | Remote Canada

Join Aspire Software as a Financial Analyst – Remote – Canada!Aspire Software is on the lookout for a skilled Financial Analyst to bolster our expanding Finance team in Canada. We specialize in acquiring, developing, and scaling vertical-market software businesses across the globe. Our operational philosophy is rooted in long-term thinking, empowering local leadership, and upholding high standards of operational and personnel excellence.As a Financial Analyst, you will play an integral role in managing transactional accounting processes, ensuring precision in accounts payable (AP) and accounts receivable (AR), and maintaining comprehensive financial records. This position is vital for the timely processing of invoices, payments, and reconciliations, while also supporting our financial reporting and compliance obligations.Our guiding principle is: 'Be Humble, Stay Hungry!'Key Responsibilities:Accounts Payable Management: Process vendor invoices with precision, manage payment schedules, and resolve any discrepancies.Accounts Receivable Management: Collaborate with the AR team to bridge finance and operations, analyze hardware invoices for COGS, and assist with A/R Aging reports as needed.Bank Reconciliation and Expense Management: Conduct bank reconciliations, ensuring accurate transaction postings, and reconcile credit card expenses and employee reimbursements.General Accounting and Compliance: Maintain accurate records in our ERP system, assist in month-end and year-end closing activities, and ensure compliance with internal controls and accounting standards.

Aspire Software is hiring a Chief Operating Officer (COO) to lead operations for one of its software business units. This position is fully remote and open to candidates based in Canada. As COO, the focus is on operational and commercial leadership within a rapidly growing software vertical. The role involves shaping and executing a strategic plan that spans sales and marketing, customer support, and professional services. Success depends on an AI-forward mindset and the ability to align operational strategies with Aspire’s growth objectives. Key responsibilities Develop and implement an AI strategy for non-R&D departments Set and drive long-term, annual, and quarterly financial and non-financial targets Communicate a clear vision for growth, revenue, profitability, and customer care Engage directly in daily operations, including sales performance, opportunity management, forecasting, resource allocation, customer support, and project delivery Sales and marketing leadership Lead revenue growth initiatives by identifying new opportunities and executing strategies for cross-selling and market expansion Establish sales operations and infrastructure to support scaling and maintain process discipline Oversee competitive intelligence programs to inform feature and product development Improve use of CRM and internal tools to enhance forecasting, set targets, and deliver insights to the executive team and board Create and track KPIs for the sales team, such as CAC/LTV, and develop dashboards and reporting to monitor NRR and MRR trends Work with sales leaders to set quotas, budgets, compensation plans, and pricing strategies Manage key relationships with large accounts Represent Aspire Software at trade shows and industry panels Aspire Software is part of Valsoft Corp and manages a broad portfolio of software companies. The group delivers mission-critical solutions across multiple industries, focusing on growth through reinvestment and a decentralized operating model. Aspire emphasizes industry best practices and operational excellence as it scales its businesses.

Join Our Team as an AI Automation Engineer!Aspire Software is on the lookout for a talented AI Automation Engineer to become a crucial part of our dynamic team in Canada! In this exciting role, you will have the opportunity to design, develop, and deploy AI agents that will revolutionize the operational processes of our portfolio companies, as well as create standalone products that deliver value to our customers.Role OverviewThis is not a research position. You will be embedded within Aspire Software, collaborating closely with our portfolio company teams to understand their operational challenges and build AI agents that manage real tasks, including customer service, sales outreach, onboarding, documentation, and more. Your work will directly replace manual workflows and may also lead to the launch of new revenue-generating products for our customers.About Aspire SoftwareAspire Software operates under Valsoft Corporation, a steadfast investor in vertical market software businesses. Our mission is to acquire and manage software companies with a long-term ownership perspective, fostering autonomy, disciplined growth, and the creation of lasting value. We empower vertical market software businesses globally, enabling them to scale sustainably while preserving their entrepreneurial spirit.Why Join Us?The successful candidate can work remotely from anywhere in Canada! Your Daily ResponsibilitiesInternal AI Agent DevelopmentDesign and implement AI agents to streamline operational tasks across Aspire Software and its portfolio companies, covering customer support (tiers 1 and 2), sales development, onboarding automation, marketing workflows, and engineering maintenance.Assess the impact of your work through metrics like hours of labor saved and improved team productivity.Collaborate with portfolio company operators to pinpoint the highest value automation opportunities.External AI Product DevelopmentCreate innovative AI-powered products such as vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to our vertical markets.Take ownership of the product lifecycle from prototype to launch, including acquiring your first paying customers.Rapid Deployment and IterationQuickly transition from idea to minimum viable product (MVP) to full production.Conduct beta tests with real users, gather feedback, and continuously improve.Work collaboratively across product, engineering, and go-to-market teams.Your QualificationsWhat You Bring to the RoleA proven history of developing products, tools, projects, startups, or side projects that successfully launched.Strong expertise in AI and machine learning concepts, programming languages, and development frameworks relevant to automation.

Samsara seeks a Financial Analyst to join its team in a remote capacity within Canada. This role centers on working with financial data and supporting business decisions. Key responsibilities Analyze financial data to spot patterns and provide insights for decision-making Prepare accurate, clear financial reports for internal teams Assist with budgeting and monitor ongoing financial performance Location This position is fully remote and open to candidates based anywhere in Canada.

DataVisor stands as the foremost AI-driven Fraud and Risk Platform globally, offering unparalleled detection coverage within the industry. Its open SaaS platform facilitates seamless data consolidation and enrichment, enabling organizations to respond to rapidly evolving fraud and money laundering activities in real time. Utilizing patented unsupervised machine learning technology, advanced device intelligence, and a robust decision engine, DataVisor’s solutions deliver significant performance enhancements from day one. The platform is designed to support diverse use cases across various business units, significantly reducing the total cost of ownership compared to traditional point solutions. Recognized as an industry leader, DataVisor is trusted by numerous Fortune 500 companies worldwide.Our award-winning software platform is backed by a team of exceptional experts in big data, machine learning, security, and scalable infrastructure. We pride ourselves on a culture that is open, positive, collaborative, and results-oriented. Join us to make an impact!We are seeking a detail-oriented and analytically minded Senior Strategic Financial Analyst to be a pivotal architect of our financial planning and reporting framework.In this prominent role, you will transcend conventional reporting to become a strategic ally to our GTM, R&D, and Operations leaders. Your responsibilities will include not just tracking financial metrics but also determining the methodologies for tracking them—ensuring data integrity between our CRM (Salesforce) and Finance systems. If you possess over 5 years of experience, are a proactive problem-solver, and enjoy constructing models, optimizing deal structures, and uncovering insights that enhance revenue efficiency, we are eager to hear from you.

Join Aspire Software as an AI Lead and shape the future of AI-driven solutions!As a part of Valsoft Corporation, Aspire Software is dedicated to acquiring, developing, and enhancing vertical market software companies globally. Our brands enjoy entrepreneurial independence while leveraging shared expertise and collaborative efforts across our international portfolio.Role OverviewThe AI Lead is pivotal in recognizing, constructing, validating, and scaling AI-powered product solutions that deliver tangible results for customers and the business. This hands-on role embodies an AI-first philosophy, working closely with clients to create solutions that evolve through continuous feedback.Core ResponsibilitiesAI-First Product DevelopmentDevelop innovative product solutions utilizing AI as the primary medium.Rapidly prototype and refine ideas to validate concepts early in the process.Leverage AI agents for requirements analysis, design exploration, implementation, and testing.Transition from problem identification to practical solutions without relying on traditional SDLC practices.Customer Engagement & DiscoveryEngage directly with clients to uncover workflows, challenges, and unmet needs.Utilize live demonstrations and working prototypes to stimulate customer discussions.Validate solutions through actual usage rather than assumptions.Build trust by transparently discussing AI behaviors, limitations, and trade-offs.Opportunity Identification & Problem FramingClearly articulate problems before execution.Spot new opportunities for AI-powered solutions and potential revenue streams.Assess ideas based on their impact, feasibility, and learning speed.Use experiments to quickly eliminate less viable ideas.Ownership of OutcomesDefine success in terms of user adoption, retention, operational efficiency, and revenue impact.Prioritize initiatives based on their outcomes rather than feature count.Continuously evaluate if solutions are providing genuine value.Oversee the entire lifecycle from concept to execution.

Join zaelab as a Business Analyst, where you will play a pivotal role in aligning our program's strategic vision with measurable business outcomes. In this remote position, you will facilitate workshops to uncover strategic drivers and develop comprehensive use cases, requirements, and policies. Your analytical skills will be essential in identifying cost-effective eCommerce solutions that align with both business objectives and user needs.Your key responsibilities will include:Ensuring that the strategic vision and desired outcomes of the program are consistently aligned with delivered results.Leading collaborative workshops to pinpoint strategic drivers and create necessary use cases, functional, and technical requirements.Documenting future state business processes while assisting in the formulation of policies and procedures.Facilitating stakeholder alignment to define future state vision and value.Providing expertise in the functional use of Shopify (Plus, B2B suite) and optionally BigCommerce, covering topics like app ecosystems, headless setups, and multi-store architectures.Ensuring the quality and relevance of user requirements and technical specifications to maintain high delivery standards.Consulting with client stakeholders on modern Shopify-native commerce architectures, including product catalog modeling, inventory synchronization, and app integrations.Acting as a liaison between clients and internal technical teams to ensure the delivered application aligns with creative designs.Leveraging analytics tools to identify growth opportunities and drive business improvements.

Join AuditBoard as a Staff Software Engineer specializing in issues and take your career to the next level! In this pivotal role, you'll be instrumental in developing innovative software solutions that drive efficiency and improvement across our platforms. Collaborate with a talented team of engineers and contribute to our mission of providing the best audit management software in the industry.

About UsAt Atolio, we are a dynamic, fully remote startup, founded by industry veterans from Splunk and PagerDuty. Our mission is to transform the way enterprises manage and engage with knowledge at work, utilizing cutting-edge AI and machine learning technologies, securely implemented in enterprise settings. We pride ourselves on fostering a flexible, inclusive, and supportive workplace that champions diversity and empowers all team members to excel in their roles. With a collaborative culture, advanced tools, and extensive benefits, Atolio is where innovation and creativity flourish.About the RoleWe are looking for a talented Connector Software Engineer to join our remote engineering team. In this position, you will be responsible for designing, developing, and maintaining connectors that facilitate seamless data integration between Atolio and various external systems. Your contributions will directly improve our platform’s capacity to interface with APIs, databases, and third-party tools, ensuring efficient interoperability and scalability within enterprise environments.

Join our dynamic team at Voldex as a Senior Software Engineer, where you will play a pivotal role in developing innovative software solutions that enhance our products and services. This remote position allows you to work from anywhere in Canada while collaborating with a talented group of professionals dedicated to excellence and innovation.You will be responsible for designing, coding, and testing complex software applications, ensuring high performance and responsiveness to requests from the front-end. Your expertise will contribute to the architecture and design of our software systems, and you will also mentor junior developers, fostering an environment of learning and growth.

Role Overview Valsoft Corporation is hiring a Senior Financial Analyst for a fully remote position based in Toronto, Ontario, Canada. This role focuses on supporting strategic decisions and improving company performance through careful financial analysis. What You Will Do Analyze financial data to identify trends and key metrics Prepare detailed reports for leadership and stakeholders Offer insights that inform business strategies and planning Contribute to the financial health of the organization by supporting performance improvement initiatives

Optro supports audit, risk management, ESG, and InfoSec needs for a wide range of major enterprises, including a significant number of Fortune 500 companies. With a strong presence in North America and consistent industry recognition, the company continues to grow and values teamwork, creative problem-solving, and meaningful results for clients. Role overview This remote Staff Software Engineer position centers on leading the Issues product area at Optro. The role blends technical leadership with hands-on engineering and mentorship. The person in this role will architect scalable systems, guide project direction, and help shape new product features. Success in this position requires a balance of collaboration and independent initiative, along with an interest in understanding and improving the company's products. What you will do Design, build, and launch product features from initial concept through release Write clear and detailed design documentation Mentor junior engineers and provide technical support Make architectural decisions for applications Identify and resolve software bugs Develop back-end APIs using Node.js Contribute to front-end development for the Ember Single Page Application Collaborate with engineers, designers, and product managers Participate in Agile development practices Requirements Experience leading technical projects and mentoring engineers Strong background in architecting scalable systems Proficiency with Node.js for back-end development Familiarity with Ember or similar front-end frameworks Comfort working both independently and as part of a team Interest in learning about and improving software products This role is open to candidates based in Canada and is fully remote.

AI Automation EngineerJoin the Aspire Software team as we innovate and grow in Montreal!Role OverviewAs an AI Automation Engineer at Aspire Software, you will play a pivotal role in designing, developing, and deploying AI agents that enhance operational efficiencies for our portfolio companies or serve as independent products for our clients. This position is not research-focused; rather, you will immerse yourself in the operations of Aspire Software and its partner companies to create AI solutions that streamline processes such as customer service, sales outreach, onboarding, and documentation.Your contributions will not only replace existing manual workflows but will also pave the way for new revenue-generating products that will be marketed to our customer bases. You will deliver impactful solutions to actual users!About Aspire Software: A proud operating group under Valsoft Corporation, Aspire Software is dedicated to acquiring and managing vertical market software companies with a long-term investment perspective. We prioritize autonomy, sustainable growth, and enduring value creation, allowing our partners to thrive while retaining their entrepreneurial spirit.The ideal candidate will work from a flexible location within commuting distance of our Saint-Laurent, Montreal office in a hybrid work model!Your Responsibilities:Build Internal AI Agent TeamsDesign and implement AI agents that facilitate operational tasks across Aspire Software and its partner companies, including customer support, sales outreach, onboarding automation, and content management.Evaluate the impact of your solutions by measuring labor hours saved and productivity enhancements.Collaborate closely with portfolio company operators to identify the most valuable automation opportunities.Develop External AI ProductsCreate innovative AI-driven products, including voice agents, AI copilots, workflow automation tools, and documentation systems specifically for Aspire's vertical markets.Oversee the product lifecycle from prototyping to launch, ensuring customer acquisition and satisfaction.Deliver and RefineRapidly transition from concept to MVP to production.Conduct beta testing with real users, collect feedback, and continuously enhance your solutions.Engage in cross-functional collaboration with product, engineering, and marketing teams.Your Profile:Qualifications:A proven history of developing products, tools, or projects, whether through professional experience or personal initiatives.Strong analytical and problem-solving skills.Excellent communication and collaboration abilities.Experience in AI technologies and automation is a plus.

jobgether is seeking a Financial Analyst with a focus on digital assets. This position is based in Canada and centers on analyzing financial data tied to digital currencies and new technologies. Role overview The Financial Analyst will examine trends and data in the digital asset space. Insights from this analysis will support strategic decisions across the organization. The role involves building financial models and forecasts to help the team understand market shifts and opportunities. Collaboration This position works closely with colleagues from different departments. Cross-functional teamwork is essential to ensure financial planning aligns with the company’s direction in digital assets. Requirements Experience analyzing financial data, particularly in digital currencies or emerging technologies Ability to develop financial models and forecasts Strong communication skills for working with multiple teams

Optro serves as a trusted platform for audit, risk management, ESG, and InfoSec, supporting over half of the Fortune 500 and seven of the top ten companies. With annual recurring revenue exceeding $300M, Optro’s technology is recognized for reliability and customer satisfaction, as reflected in reviews on G2.com and Gartner Peer Insights. The company has earned a spot on Deloitte’s list of North America’s fastest-growing tech companies for seven consecutive years. Innovation, collaboration, and community involvement shape the culture at Optro. The team values breaking down barriers and helping each other succeed, creating an environment where learning and growth are constant priorities. Role overview The Staff Software Engineer, Issues, works remotely from anywhere in Canada. This senior position leads complex and strategic engineering projects within the Issues team. The role blends technical leadership with hands-on development, focusing on building scalable systems and designing new product features. Mentoring others and supporting a culture of continuous improvement are central to the job. While collaboration is key, the ability to drive work independently is also essential. What you will do Design, build, and deliver product features from start to finish Create clear and thorough design documentation Mentor and support junior engineers Lead architectural decisions for applications Troubleshoot and resolve software defects Develop back-end APIs using Node.js Work with the Ember single-page application (SPA) front-end Collaborate with engineers, designers, and product managers Contribute to Agile software development practices

*Remote - Canada*About Us:At Thanx, we are redefining loyalty and guest engagement for restaurants. Our innovative platform empowers regional and national restaurant brands to maximize customer lifetime value through user-friendly lifecycle marketing automation and cutting-edge loyalty tools that prioritize access, status, and personalization over traditional discounts. With our proprietary credit card tokenization technology, we significantly enhance the volume and accuracy of purchase data, which is integral to our CRM suite. Our web-based and app-based ordering solutions achieve industry-leading conversion rates and foster repeat purchases. Recognized in Nation’s Restaurant News as one of the most influential innovators in food service on the 2020 Power List, we are driven by a commitment to excellence.With over $30 million raised from prestigious investors such as M33 Growth, Ribbit Capital, and Sequoia Capital, our success is rooted in a culture that attracts top talent nationwide. We take pride in our strong employee retention, internal promotion track record, and impressive alumni network. Our core cultural values—Think Boldly, Execute Reliably, Focus on What Matters, Say 'Thanx' Genuinely, Encourage Diverse Perspectives, and Lead, Virtually—are essential to our achievements.

** Remote - Canada **About Us:At Thanx, we pride ourselves on being a premier loyalty and guest engagement platform for restaurants. Our innovative tools empower both regional and national restaurant brands to enhance customer lifetime value through intuitive lifecycle marketing automations and personalized loyalty solutions that prioritize access and status over traditional discounts. Our cutting-edge credit card tokenization technology significantly boosts the accuracy and volume of purchase data at the heart of our CRM tools, while our app and web ordering experiences achieve top-tier conversion and repeat purchase rates. Recognized by Nation’s Restaurant News as one of the 50 most influential innovators in food-service in the “2020 Power List”, Thanx has attracted over $30M in investments from highly esteemed venture capital firms, including M33 Growth, Ribbit Capital, and Sequoia Capital. Our culture, characterized by core behaviors such as Thinking Boldly and Encouraging Diverse Perspectives, has enabled us to attract top talent, resulting in exceptional employee retention and a strong internal promotion record.

Join AuditBoard as a Staff Software Engineer specializing in architecture, where you will play a pivotal role in shaping our innovative software solutions. As part of our fully remote team based in Canada, you will collaborate with talented engineers and product teams to design robust, scalable architectures that enhance our products and services.Your expertise will guide our technical direction and ensure we continue to deliver exceptional value to our clients. If you are passionate about creating high-quality software and driving architectural excellence, we want to hear from you!

Aspire Software, part of Valsoft Corp, seeks a Finance Manager to join its Montreal team. This hybrid role is based in the Saint-Laurent office and supports a portfolio of acquired companies in the Travel and Leisure sector. The Finance Manager partners with the Director of Finance, Portfolio Managers, and Managing Directors of subsidiaries, covering a range of financial responsibilities from period-end closing to budgeting, forecasting, statutory compliance, and reporting. The position also leads projects that influence accounting practices and provides guidance on complex financial matters. Guiding principle: Be Humble, Stay Hungry. Work Model This position follows a hybrid schedule from the Saint-Laurent office in Montreal. Key Responsibilities Analyze performance strategies to identify opportunities and implement action plans for financial targets. Lead financial planning by evaluating portfolio performance and risks using KPI frameworks. Prepare monthly and quarterly business reviews, highlighting results, remediation for underperformance, and organic growth initiatives for senior management. Develop and maintain monthly, quarterly, and annual forecasts while tracking KPIs. Monitor portfolio financial health and ensure positive cash flow. Design strategies to improve return on investment and profitability. Engage regularly with the corporate finance department. Support company sales or acquisition processes. Apply Valsoft Finance best practices across portfolio companies. Oversee financial operations for companies integrated into the portfolio. Financial Reporting Focus Supervise and review accounting functions, including tax and compliance matters. Manage the monthly financial close process for portfolio companies. Produce accurate and timely monthly, quarterly, and annual financial reports. Establish processes to ensure compliance with corporate policies and regulatory requirements.