The Role
Founding CPO to define product strategy and user acquisition "wedge," design the core AI-driven financial output and transparency layer, map high-stakes user journeys, identify initial hero users, and build distribution hooks. Lead early product experimentation, prototyping, and PM direction at seed-stage to align proprietary financial system with a world-class AI experience.
Summary Generated by Built In
The Mission
What You’ll Do (The Day-to-Day)
Who You Are
Compensation
We live in a paradox: AI is accelerating the world’s capabilities, yet the average person feels more financially precarious than ever. Inflation is rising, wages are stagnant, and the traditional "retirement" model is broken. We aren’t building another chatbot. We are building the Financial Answer Machine, an intelligent guide designed to help people navigate a new financial reality.
Underpinned by a proprietary financial system, we are turning "average" advice into personalized, multi-modal financial power. We are closing an over-subscribed seed round and looking for founding peers to help us build a bridge between the intelligence of AI and the rigid accuracy required for financial freedom. This is a rare opportunity to join at Day Zero and architect a business designed for outsized impact and massive scale.
The Role
As our Founding CPO, you are the product partner to our CEO’s vision. You are a Market Anthropologist, responsible for discovering the "Wedge" that turns a curious visitor into a lifelong user. You will bridge the gap between our proprietary financial philosophy and a world-class AI build, turning uncertainty into a concrete roadmap for today, tomorrow, and the next day.
What You’ll Do (The Day-to-Day)
- Discover the "Wedge": You will experiment with the trade-offs between a library of high-utility "mini-apps" (the viral calculators) and a unified, conversational intelligence. Your goal is to find the entry point that makes our product memorable and "sticky."
- Map the Intent Journey: You will identify the moments of high stakes in a user's life—moving, career shifts, retirement anxiety—and design the journey that brings people to our "Answer Machine" at the exact moment they need it.
- Define the "Magic" Output: You will lead the design of the machine’s output. Is the answer a downloadable PDF blueprint, a personalized podcast for a morning commute, or a 2-minute voice recording? You will decide how our intelligence is consumed.
- Design for Transparency: In a world of "black box" AI, you will architect the transparency layer. You’ll figure out how to "show the math" and reference our proprietary system to build ironclad trust with a broad, skeptical audience.
- Identify the Hero User: Using a small but strong sample size of early prototype testers, you will determine who our first "Hero User" is, allowing us to sharpen our product-market fit before we scale.
- Build the Distribution Engine: You will design the product hooks that eventually allow us to act as a distribution system for financial products, delivering value at the moment of highest intent.
Who You Are
- The "Value Archeologist": You don't need 10,000 data points to see a pattern. You can listen to 10 users and intuit where the friction is and where the magic lies.
- The Category Definer: You are energized by the prospect of competing against OpenAI and Anthropic by being more vertical, more personalized, and more human.
- Product Artist: You have an eye for high-delight consumer experiences. You believe that a financial product should be as intuitive as a social app and as trustworthy as a bank.
- Comfortable in the "White Space": You thrive in the ambiguity of a seed-stage startup. You are ready to lead when the path is clear and pivot when the data demands it.
Company Basics:
We’re a fully remote company, hiring employees in the US and Canada. Periodic in-person get togethers will be integral to our Operating cadence. We’re adults who prioritize outcomes & output over set schedules.
This role will be a key member of the founding team (currently comprised of Frank Rotman, CEO, and Rachael Harnish, founding COO) , with a starting salary of $250k and generous equity. Other early hires will include a founding CTO, a founding engineer, and a content creator.
The base pay range for this role is $200,000 – $250,000 per year.
Skills Required
- Product leadership at seed-stage or early startup environments (founding or early-stage PM experience)
- Strong consumer product design sensibility with experience building delightful, trustworthy financial experiences
- Ability to translate qualitative user insights into product strategy and rapid experiments (customer discovery, prototyping)
- Experience designing multimodal outputs (documents, audio, voice) or defining product output formats
- Comfort designing transparency/explainability layers for AI-driven products (able to "show the math")
- Experience mapping user intent journeys and identifying high-stakes moments for engagement
- Ability to define product-market fit and identify "hero user" from small sample testing
- Track record designing distribution hooks and monetization pathways for consumer financial products
- Comfort working in high-ambiguity environments and iterating rapidly based on data
- Strong collaboration skills to partner with CEO, founding CTO/engineers, and cross-functional founding team
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The Company
What We Do
Fintentional.ai is a private company that likely provides AI-driven financial services, including fee-only financial planning, retirement planning, and investment planning, focusing on optimizing wealth outcomes.
