Senior Product Manager

Senior Product Manager

Full-time • Remote

At Boldin, we believe financial confidence should be accessible to everyone. Money decisions shape our lives, yet too often people are left without the clarity or tools they need to make informed choices. We exist to change that.

Boldin is a comprehensive financial planning platform that helps people understand their financial picture, make smarter decisions with their money and time, and plan for the future with confidence.

With over $20M raised and strong momentum, Boldin is entering a pivotal phase of growth. This is an opportunity to join a mission-driven team and help shape the future.

About This Role

We are hiring a Senior Product Manager to own retention and engagement for PlannerPlus, our subscription product. Acquisition brings people to Boldin; you make sure they stay, return, and keep getting value for years — because their plan keeps getting better and their confidence keeps growing.

Your mandate is bigger than reducing churn. Today, Boldin is the best DIY financial planning tool on the market, and our most engaged users are planning enthusiasts. The next chapter is bringing CFP-level capabilities to everyone: making sophisticated planning so delightful and approachable that a much wider market can build, trust, and act on a real financial plan.

You will own the experience that makes that possible — from the moments a subscriber feels clarity, confidence, or relief, to the habits that bring them back, to the depth that keeps them for a decade. This is a senior, high-accountability role with real ambiguity. You won’t inherit a perfectly scoped roadmap; you will form a strong point of view from customers and data, hold it firmly until something better comes along, and move without waiting for certainty that isn’t coming.

Key Responsibilities

• Own retention end-to-end. Define the retention metrics that matter, understand why subscribers stay and why they leave, and fix root causes — in the product, not just the cancellation flow. Ensure growth upstream translates into customers who are durably better off, not top-line gains lost to churn.
• Drive meaningful engagement. Identify the engagement signals that actually predict long-term retention, then design toward them. Build the rituals and return moments — plan check-ins, life-event updates, progress milestones — that make Boldin a habit, not a one-time exercise.
• Bring CFP capabilities to everyone. Partner with Design, Engineering, and our financial planning experts to translate professional-grade planning (tax strategy, drawdown, Roth conversions, insurance, estate basics) into experiences everyday people can understand and act on — without dumbing down the modeling that makes Boldin trustworthy.
• Broaden the market through delight. Make the planning experience approachable for people who would never call themselves “planners,” while preserving the depth our power users love. Balance education, friction, and simplicity thoughtfully.
• Run customer-driven discovery. Spend real time with customers — many of them older than you, at emotional moments in their financial lives. Synthesize qualitative insight with quantitative signal, and turn it into focused bets with clear success criteria.
• Be rigorous about measurement. Run experiments that answer important questions, not just easy ones. Use cohort, funnel, and lifecycle analysis to sharpen judgment — not outsource it.
• Tell the story. Bring executives, Design, Engineering, Marketing, and