Senior Product Manager

Vanilla Technologies
Remote

About The Position

We are looking for a Senior Product Manager to lead and evolve our estate planning platform. This is a uniquely impactful role where you will define how advisors interact with the estate platform to service their customers. This is a high-ambiguity environment where you will be building new capabilities across our AI-powered product, document creation, platform, and core application. Success requires balancing user needs, model behavior, legal constraints, and business priorities, often with incomplete information.

Requirements

  • 5+ years in product management, with direct ownership of shipping features
  • Experience working with commercial SaaS products, including embedded AI - ideally with hands-on familiarity (prompting, testing models, using AI tools to validate assumptions)
  • Comfortable turning messy, ambiguous problem spaces into structured, incremental delivery plans
  • Demonstrated ability to work closely with engineering and understand tradeoffs (latency, accuracy, model behavior, retrieval constraints)
  • Demonstrable use of AI tools in your own workflow (analysis, spec writing, research, QA)
  • Strong analytical skills and comfort working directly with data (SQL, Mixpanel, Looker, or similar is a plus)
  • Excellent written communication—you can write fast, clearly, and with enough precision for engineers to execute
  • Experience at startups, scale-ups, or any environment where velocity and autonomy matter
  • Experience in a SaaS company shipping commercial grade software

Nice To Haves

  • Familiarity with LLMs, associated architectures, or prompt engineering at a working level
  • Exposure to or experience in fintech, wealthtech, or regulated industries
  • Background in B2B SaaS serving professional users (advisors, attorneys, accountants)
  • You've worked in high demand and velocity environments

Responsibilities

  • Translate high-level direction into clear, buildable scopes without waiting for perfect inputs
  • Partner with product leadership on priorities, then own the execution end-to-end
  • Write crisp, detailed requirements and user stories that anticipate edge cases, failure states, and dependencies
  • Work closely with engineering to break work down, remove blockers, and keep momentum high
  • Define success metrics and build lightweight dashboards or queries to monitor them
  • Lead discovery yourself—interviews, workflow mapping, quick validation loops
  • Collaborate with design to rapidly prototype, test, and refine interaction patterns
  • Identify opportunities for simplification across the product workflows and contribute to architectural cleanup
  • Champion AI internally by using it in your workflow and helping teammates adopt AI-first processes
  • Find valuable ways to embed AI into the product experience to delight our customers.
  • Drive alignment across engineering, design, and GTM so shipped work stays coherent and connected
  • Ship quickly, measure, learn, and iterate

Benefits

  • Flexible paid time off policy
  • 10 company-wide paid holidays
  • Parental leave, 4 weeks for all full-time employees and up to 12 weeks for birthing parents
  • Medical, dental, and vision benefits coverage for employees and their families
  • 401K eligibility after one month of employment
  • Free estate planning documents
  • Budget for learning & development
  • Budget for home office setup
  • Paid parking or transit for hybrid and in office employees
  • Performance based bonus
  • Equity
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