Senior Finance Automation Architect

About Flipp Flipp partners with the largest North American retailers and brands to deliver local promotions and savings to millions of engaged shoppers daily, driving superior returns on investments. We help people make smarter shopping decisions with autonomy and accountability. With rising living costs, Flipp's mission is crucial. Our Shopper Consideration Platform allows retailers and manufacturers to create digital experiences from their savings & deals content, aiding shoppers in deciding what to buy and where to buy it. Together, we make a difference. Our five principles, Progress Over Perfection, Clarity Through Transparency, Learn Loudly, Challenge with Empathy, and Always Build Better, bring a relentless progress mindset to life. They’re not just slogans, but they’re the behaviours we expect, reward, and hold ourselves accountable to. You'll be equipped to make an impact, realize your potential, and stay inspired every step of the way. The Senior Finance Automation Architect is a senior individual contributor and the principal technical designer of AI-driven solutions across the Finance organization. Reporting to the Director, Strategic Transformation, this role will partner closely with the finance organization (FP&A, Accounting, Treasury, and adjacent business teams) to translate complex finance problems into pragmatic, production-grade technical solutions with a strong emphasis on agentic AI, intelligent automation, and machine learning for forecasting and planning. This is an execution-first role focused on prototyping, building, and launching production-grade solutions that deliver measurable impact for Finance. Beyond direct execution, the AI Architect will help influence technical direction, define architectural standards, and establish new ways of working across the organization. As part of our global hiring process, we kindly ask that resumes/CVs be submitted in English, as it’s our primary business language across teams and regions. What you'll get the opportunity to do: Agentic AI & Intelligent Automation Architect and build agentic AI systems that automate finance workflows, including close, consolidations, variance analysis, management reporting, and ad-hoc analytical requests. Design multi-agent orchestration systems (planner, retriever, executor, reviewer) with appropriate guardrails, evaluations, and human-in-the-loop checkpoints. Identify high-leverage automation opportunities across the finance value chain and translate them into clear architectural blueprints, prototypes, and production roadmaps. Define standards for prompt engineering, tool integration, RAG, memory, and agent observability to ensure consistency and reliability across solutions. Partner with Engineering, IT, and Security to productionize agents — addressing identity, access, secrets management, audit logging, and change control. AI/ML for FP&A & Forecasting Design and implement machine learning models for revenue, expense, cash flow, and driver-based forecasting, scenario modeling, and anomaly detection. Lead the evolution from traditional, spreadsheet-driven forecasting toward predictive and probabilistic approaches, including time-series, hierarchical, and causal modeling techniques. Embed AI-generated insights and narratives into the FP&A planning cycle, partnering with FP&A leaders to ensure outputs are interpretable, trusted, and actionable. Establish backtesting, model monitoring, drift detection, and performance benchmarks so that models remain accurate and credible over time. Champion experimentation: define hypotheses, run controlled pilots, and measure impact on forecast accuracy, cycle time, and decision quality. Technical Leadership & Influence Serve as the senior-most AI technical voice within Finance, setting technical direction, reviewing designs, and raising the bar on engineering quality across initiatives. Provide hands-on prototyping and reference implementations that de-risk new ideas and accelerate delivery for partner teams. Mentor and uplift finance analysts, FP&A partners, and adjacent engineering teams on AI and ML concepts, patterns, and responsible use. Represent Finance in cross-functional AI governance forums, contributing to enterprise AI strategy, standards, and reusable platform capabilities. Responsible AI, Governance & Risk Establish and enforce responsible AI practices for Finance — including model risk management, bias and fairness reviews, explainability, and human oversight. Define evaluation frameworks and acceptance criteria for AI outputs used in financial decisions and reporting contexts. Maintain a clear inventory of finance AI use cases, models, and agents, with documented owners, data lineage, controls, and review cadence. Stay ahead of evolving AI regulation and external standards relevant to financial services and corporate finance, and translate them into practical internal guidelines. Innovation & Continuous Learning Maintain deep, current expertise in foundation models, agent frameworks, ML tooling, and the rapidly evolving finance AI ecosystem. Run structured pilots and proofs-of-concept to evaluate emerging capabilities and translate promising results into a defensible production roadmap. Curate a portfolio of high-impact AI use cases for Finance, balancing quick wins with foundational, longer-horizon investments. What you'll bring to the team: 10+ years of progressive experience in AI/ML, software engineering, or applied data science, including significant time as a senior IC, principal, or staff-level architect. Demonstrated experience designing and shipping production AI systems — ideally including agentic AI, LLM-based applications, and ML for forecasting or planning use cases. Deep, hands-on expertise with modern AI tooling: foundation models and APIs, agent frameworks, RAG patterns, vector stores, orchestration tools, and ML libraries (e.g., scikit-learn, PyTorch, TensorFlow, statsmodels, Prophet, or equivalents). Strong software engineering fundamentals — Python, APIs, version control, testing, CI/CD, cloud platforms (AWS, Azure, or GCP), and modern data stacks. Solid working knowledge of finance and FP&A concepts: budgeting, forecasting, variance analysis, driver-based planning, management reporting, and the systems that support them (ERP, EPM/CPM, data warehouse, BI). Experience working with or building on top of finance-relevant data — general ledger, sub-ledgers, headcount, sales pipeline, and operational drivers — with a strong appreciation for data quality and lineage. Working understanding of responsible AI, model risk management, security, privacy, and audit considerations relevant to enterprise finance. How We Support You Our Total Rewards philosophy is to ensure that you are rewarded for impact, take part in accelerated career growth, thrive with highly flexible benefits, and are empowered to do your best work in a remote-first environment. In alignment with our overall Total Rewards Philosophy, we believe compensation should be fair, clear, consistent, and aligned to growth. Canada Base Hiring Range: $154,000 — $165,000 CAD Our promise to each other: What we bring: What you bring: An inclusive, collaborative environment where your voice matters A remote-first environment The tools and opportunities you need to grow and develop Every opportunity to own your success Your authentic self, every day Your best work, from anywhere An appetite for learning, curiosity, and a growth mindset Motivation, initiative and the mind of an entrepreneur Here's how to apply: This position is currently vacant and open for applications. If you’re interested in working with us on the future of shopping, fill out the fields below and submit your application. While experience and skill sets are valuable, growth potential and attitudes are equally important. If you’re prepared to grow dramatically with your team at a world-class learning organization, consider applying. We understand that the most creative solutions require diversity in thought and life experiences. Flipp is an equal opportunity employer. We do not discriminate on the basis of race, color, ancestry, religion, creed, sex, national or ethnic origin, sexual orientation, age, citizenship, marital status, family status, disability, or gender identity or expression or any other protected grounds. We are proud to be a welcoming space for employees, of every background, to bring their whole selves to work with confidence. Flipp is committed to providing appropriate accommodations to ensure our selection process is equitable, and such accommodations can be made available on request. If you require an accommodation, please contact your dedicated recruiter directly. Hiring is a deeply human process; therefore, we use AI in limited, administrative ways to help streamline our hiring process. An AI-powered scheduling tool assists with coordinating interviews, and our applicant tracking system may use AI to identify relevant keywords within applications. We do not use AI to assess your application, make hiring decisions, or conduct interviews. All evaluations are completed by real people. A member of our recruitment team will respond to you in the coming weeks.