Director of AI Product Management, Trilogy (Remote) - $200,000/year USD - #2198936

You've had experience taking a software product from zero to launch, but you know that deep, thoughtful product work doesn't end. You're the kind of person who figures things out without a map, who goes deep on understanding the user, the problem, and the domain until a clear path emerges. You don't want to manage a backlog or fill in a spec. You want ownership of a goal that matters and the space to pursue it with speed, insight, and focus.

At Trilogy, we're flipping the model. You're not here to "own the roadmap". You're here to make one thing true: a real-world, measurable business outcome. You get one clear goal—something that should happen when users interact with the product—and your job is to make it happen. You'll need to build deep domain insights using AI as your peer and feedback from users, codify them so that both your teammates and AI can act on it, and steer the product through fast, data-backed iterations until you hit the outcome.

You'll be joining a team that doesn't celebrate busywork or beautiful process diagrams. You'll be there to drive impact and make decisions rooted in user data, fast feedback loops, and sharp insight. If you're sick of playing the PM game and want to actually change the game, please apply. We're building what product management should have been all along.

What You Will Be Doing

• Build BrainLifts: A structured, evolving body of expert insights that sharpens AI tools, guides decisions, and proves you understand the domain.
• Make Product Iterations: Small, data-driven product enhancements shipped weekly to steer the product toward a measurable outcome.
• Building Domain Expertise: Acquire deep, structured understanding of a specific domain so that the team can make higher-quality decisions, create more tailored outputs, and communicate with authority.
  
  

What You Won’t Be Doing

• Spending a whole month developing a new feature; we aim to ship new features on a weekly basis
• Writing lengthy and exhaustive PRDs, managing backlogs, or defining every screen or edge case
• Building technical solutions or software architecture
  
  

Basic Requirements

Director of AI Product Management key responsibilities

• At least 4 years in a product leadership role where they personally shaped the product vision, defined the roadmap, owned the core problem-solution hypothesis, and improved it based on usage metrics or customer feedback.
• Previous experience taking a full stand-alone software product (i.e. not a just feature/module) from zero to one, i.e., launched at least one software product that reached external real users.
• Previous experience in product management in the enterprise software space
• Enthusiasm for using AI in your daily work (e.g., research, analysis, synthesis, or strategy)
  
  

About Trilogy

Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5623-DE-Berlin-DirectorofAIPr1