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Senior Director, Product Management

Vanilla Forums Inc.

Job Overview

Location

Remote

Job Type

Full-time

Full Job Description

📋 Description

• As Senior Director of Product Management at Vanilla Forums Inc., you will define and drive the strategy, execution, and evolution of the company’s AI-powered estate planning platform, shaping how AI transforms advisor workflows while ensuring trust, accuracy, and reliability in high-stakes financial decisions.
• You will lead a small, high-impact team of Product Managers and UX Designers as a player-coach, setting vision, driving roadmap execution, and staying closely involved in product delivery while reporting directly to the CTO.
• You will partner with Engineering, Marketing, Sales, and Customer Experience to align product strategy with go-to-market efforts, define key metrics, and ensure cross-functional alignment on priorities and outcomes.
• You will build deep domain expertise in advisor workflows and wealth management, lead user research and validation, and champion a trust-first approach to product development in a fast-paced, ambiguous startup environment.
• You will own product performance by defining and tracking key business metrics, using data to inform decisions, and communicating progress to leadership and stakeholders.
• You will foster a culture of ownership, speed, and continuous improvement by hiring and developing top talent, implementing lightweight processes, and promoting AI fluency across the team.

🎯 Requirements

• 10+ years of product management experience, including team leadership and a demonstrable track record of building and scaling B2B SaaS products.
• Experience with AI/ML products, including LLMs, prompting, evaluation, and understanding of AI tradeoffs such as accuracy, latency, and hallucination.
• Strong data instincts—ability to define metrics, run experiments, evaluate outcomes, and turn ambiguity into structured, iterative plans.
• Proven ability to partner effectively with Engineering and Data teams to ship AI features and actively use and promote AI tools in day-to-day work.
• Customer-obsessed mindset with appreciation for high-stakes financial decisions, high ownership, bias for action, and clear communication across technical and business audiences.

🏖️ 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 and a budget for learning & development and home office setup.

Skills & Technologies

Senior

Remote

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Vanilla Forums Inc.

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About Vanilla Forums Inc.

Vanilla provides open-source and SaaS community forum software that helps organizations create, manage and grow customer communities. The platform offers customizable discussion boards, moderation tools, analytics, single sign-on, integrations with CRM and support systems, and gamification features. It serves enterprises, gaming companies, and support teams seeking to reduce support costs, increase customer engagement, and gather product feedback through structured online conversations.

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