Vanilla · 4 weeks ago
Senior Product Manager
Vanilla is a startup aiming to modernize estate planning with its AI-powered estate advisory platform. The Senior Product Manager will lead the evolution of the intelligence layer that powers AI-driven experiences, focusing on defining user interactions with AI and building trust in a complex industry.
Artificial Intelligence (AI)Financial ServicesFinTechInformation TechnologySoftwareWealth Management
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 VAI workflows and contribute to architectural cleanup
Champion AI internally by using it in your workflow and helping teammates adopt AI-first processes
Drive alignment across engineering, design, and GTM so shipped work stays coherent and connected
Ship quickly, measure, learn, and iterate
Qualification
Required
5+ years in product management, with direct ownership of shipping features
Experience working with AI or ML-enabled products, 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)
Confident using 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
Preferred
Familiarity with LLMs, RAG architectures, or prompt engineering at a working level
Experience in fintech, wealthtech, or regulated industries
Background in B2B SaaS serving professional users (advisors, attorneys, accountants)
You've worked on trust and accuracy problems—where getting it wrong matters
Benefits
Flexible paid time off policy and 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 and home office setup
Paid parking or transit for hybrid and in office employees
Company
Vanilla
Vanilla is an estate planning software platform designed for financial advisors, estate planners, and family offices.
H1B Sponsorship
Vanilla has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (1)
2024 (1)
Funding
Current Stage
Growth StageTotal Funding
$81.4MKey Investors
Insight PartnersVenrock
2024-08-15Series B· $35M
2022-04-28Series B· $30M
2021-08-30Series A· $11.6M
Recent News
2025-11-28
2025-11-18
Company data provided by crunchbase