Head of AI Product Development, Trilogy (Remote) - $200,000/year USD

Are you tired of being a product manager who merely shepherds features through development cycles? Do you crave the thrill of true ownership—where your success is measured not by tickets closed or sprints completed, but by real business outcomes that transform how users interact with technology?

At Trilogy, we're redefining product leadership. Here, you won't be handed a roadmap to execute—you'll be given a north star outcome and the autonomy to chart your own course. We're looking for a visionary who thrives in uncharted territory, someone who can synthesize deep user insights, harness the power of AI, and translate that understanding into weekly product iterations that drive measurable impact.

If you're the kind of product leader who sees AI not as a buzzword but as a collaborative partner in solving complex problems, who values rapid experimentation over perfect documentation, and who measures success by user behavior rather than feature completeness—we want to talk. Join us in building the future of product management, where insight trumps process and outcomes eclipse outputs.

What You Will Be Doing

• Craft and evolve BrainLifts—concentrated repositories of domain expertise that enhance AI capabilities, inform strategic decisions, and demonstrate your mastery of the problem space
• Drive weekly product iterations grounded in user data and feedback, continuously steering toward defined business outcomes rather than arbitrary feature milestones
• Cultivate and structure deep domain knowledge that elevates team decision-making, creates precisely tailored user experiences, and establishes authoritative product positioning
  
  

What You Won’t Be Doing

• Orchestrating month-long development cycles—our rhythm is weekly iterations that compound into significant impact
• Creating exhaustive documentation or managing endless backlogs—we value clarity and direction over comprehensive specifications
• Diving into technical implementation details or architectural decisions—your focus remains on outcomes, not the underlying code
  
  

Basic Requirements

Head of AI Product Development key responsibilities

• 4+ years spearheading product strategy in leadership roles where you personally crafted the vision, defined strategic direction, owned core hypotheses, and evolved the product based on quantitative metrics and qualitative feedback
• Proven track record of successfully launching at least one complete software product (not just features) from concept to market adoption with real external users
• Substantial experience navigating the enterprise software landscape as a product manager
• Demonstrated passion for integrating AI tools into your professional workflow (research, analysis, synthesis, strategy formulation)
  
  

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-IN-Chandiga-HeadofAIProduc