Senior Business Analyst, AI & Automation

Who We Are Ironwood Digital is the leading platform for expecting and new families. More than 10 million people shop with Ironwood Digital every year, making it the go-to destination for seamless purchasing, guidance, and expert recommendations. As a modern, AI-forward tech company, Ironwood Digital has expanded from a universal registry into a full ecosystem — the Ironwood Digital Shop, Ironwood Digital Health, Ironwood Digital Money, NYC and LA showrooms, branded content, and more — generating $750M in revenue in 2025. Building the generational brand in baby, Ironwood Digital is reshaping the $235B kids and baby market and helping parents feel confident, connected, and cared for at every step. Our Ways of Working Ironwood Digital is remote-first with team members across the U.S. and Canada who move fast, think smart, and use AI as part of how they work every day — not as an experiment, as an expectation. We come together twice a year to build the relationships behind the work, and we hire people who are genuinely excited about what's possible and prove it through how they show up. What the Role Is Ironwood Digital is looking for a Senior Business Analyst, AI & Automation to help define how we operate today — and how we evolve through AI agents, LLM-powered workflows, and intelligent automation. This is a true 0→1 role at a company leaning fully into what AI makes possible. Every team already uses tools like Claude daily, and this role helps turn that into durable, system-level workflows. Your focus is understanding how work actually gets done. Where decisions happen. Where things break down. Where time is spent on work that shouldn’t require human effort. You’ll take messy, real-world processes and turn them into structured, AI-ready specifications — the kind that LLM-powered systems and agents can reliably execute. This is not a role where you inherit clean systems or operate at a distance. You’ll be dropped into ambiguous workflows across the business and expected to create clarity from scratch. If you prefer working from existing documentation or staying at a high level, this will be a tough fit. If you like asking hard questions, mapping reality (not theory), and turning it into something buildable, you’ll thrive here. Who You Are 8+ years in business analysis, process improvement, or systems design , with a track record of leading end-to-end process discovery across multiple business functions You have deep experience translating ambiguous, real-world workflows into structured artifacts (BRDs, process maps, or equivalent) that both business stakeholders and technical teams can act on You’ve worked on AI or automation-driven initiatives , with a clear understanding of where LLMs are effective, where they break, and how to design around those constraints You have hands-on experience with LLM platforms or AI tools (Claude, OpenAI, Gemini, or similar) and understand how to use them to explore, test, and refine workflows You’re familiar with prompt engineering concepts , including structuring inputs, controlling outputs, and designing for consistency in LLM behavior You understand how AI systems operate in production, including RAG (retrieval-augmented generation), tool/function calling, or multi-agent workflows , at a practical level You have experience defining decision logic, exception handling, and edge cases in a way that holds up beyond ideal scenarios You’ve written or contributed to evaluation frameworks (evals) for AI-powered workflows, including defining what “good” looks like and how to measure model performance You’re a strong cross-functional partner, comfortable going deep with business teams to understand how they actually work and translating that into clear, buildable specifications You communicate with clarity and structure, producing artifacts that drive decisions — not just documentation that sits unused You’re comfortable operating in ambiguous, fast-moving environments , where you’re expected to create structure rather than follow it You’re genuinely excited about what AI can do — and you actively use it in your work to explore problems, test ideas, and improve how workflows are designed How You Will Make An Impact Lead end-to-end process discovery across key business areas, uncovering how work actually happens and where AI-driven automation creates the most leverage Design and document current- and future-state workflows that clearly define intent, decision points, and system behavior in formats both humans and AI agents can act on Identify and prioritize AI and automation opportunities based on business impact, data availability, and operational constraints Define AI-ready process specifications, including intents, decision logic, context design, tool definitions, retrieval strategies, human-in-the-loop steps, escalation paths, and guardrails Translate process insights into clear, structured artifacts (process flows, BRDs, prompt specs, analysis summaries) that stakeholders can align on and engineering can build from Partner closely with the AI enablement team and engineering to align process design with system architecture, model constraints, and data quality requirements Establish success metrics for AI-powered workflows, including evaluation frameworks, observability requirements, and Responsible AI considerations Support UAT readiness and rollout, ensuring workflows account for real-world edge cases, failure modes, and user behavior Drive continuous improvement by incorporating operational feedback, user corrections, and model performance signals to refine workflows and prompts over time About Compensation We use a market-based approach to compensation. The starting salary range for this role is: $147,325 to $176,790 Your starting salary will be based on your location, experience, and qualifications, with increases over time tied to performance, role growth, and internal pay equity. Why You Will Love Working At Ironwood Digital Our Culture We work with focus and intention, then step away to recharge We believe in exceptional management and invest in tools and opportunities to connect with colleagues We build products that positively impact millions of people's lives AI is intentionally embedded in how we work, create, and scale—supporting innovation and impact Growth & Development Competitive pay and meaningful opportunities for career advancement We believe technology and data can solve hard problems We're committed to career progression and performance-based advancement Compensation & Benefits Competitive salary with equity and bonus opportunities Company-paid medical, dental, and vision insurance Retirement savings plan with company matching and flexible spending accounts Generous paid parental leave and PTO Remote work stipend to set up your office Perks for physical, mental, and emotional health, parenting, childcare, and financial planning Important Notices Recorded Interviews. Ironwood Digital uses an interview recording tool to record and transcribe interviews for evaluation purposes in accordance with applicable privacy laws. By participating in an interview, you consent to this recording and transcription. Interview Integrity. AI is part of how we work at Ironwood Digital — we expect you to use it too. Your application and interviews should still reflect you and your own thinking. We'll tell you when AI is encouraged. Misrepresentation at any stage may result in removal from consideration for this and future roles. Connections at Ironwood Digital. If you have a family member or close personal relationship with a current Ironwood Digital employee, please let your recruiter know. This helps us keep our process fair and transparent for everyone. Protect Yourself from Scams. All official outreach comes from the Ironwood Digital Talent Team via @babylist.com email addresses only. We will never ask for payment or personal financial information. If you receive outreach via WhatsApp, Telegram, or a non-Ironwood Digital email — it's not us. Verify open roles at babylist.com/careers.