Senior Product Manager

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of the roadmap, priorities, trade-offs, and outcomes for a specific product work stream.

• Conduct structured discovery cycles utilizing user research, data analysis, and input from stakeholders.

• Convert insights into actionable specifications and prototypes.

• Collaborate with engineering teams to define scope, estimate timelines, and deliver initiatives punctually.

• Launch product features based on large language models and agentic workflows.

• Manage AI product trade-offs such as model selection and migration, prompt and context design, token costs, latency, evaluation, and failure modes.

• Identify manual, spreadsheet-dependent tasks across Rosie Ops, Client Experience, and Finance, and transition them to automations and agents.

• Establish and monitor success metrics for product initiatives.

• Foster alignment with Sales, Marketing, Operations, Client Experience, and Finance teams.

• Set up communication schedules and automate updates for stakeholders.

• Comprehend the We Are Rosie marketplace and make decisions that benefit both Rosies and brands.

• Proactively identify risks, propose solutions, manage workloads independently, and enhance team capabilities.

⛳️ Requirements

• 2–5 years of experience in product management, preferably with marketplace, platform, or two-sided network products.

• Proven experience in building a complete product loop: discovery, prototyping, user validation, shipping, measurement, and iteration.

• Demonstrated experience in delivering AI features to production for customers or colleagues.

• Familiarity with context windows, token costs, prompt engineering, retrieval, fine-tuning, agent loops, output-quality evaluation, and handling inaccurate model outputs.

• A history of guiding teams towards AI adoption through training, playbooks, change management, and non-technical colleague engagement.

• Capability to produce clear problem framing, sound scoping, and effective AI-generated PRDs, tickets, specifications, and status summaries.

• Competence in establishing communication rhythms and automating updates for stakeholders.

• Experience collaborating with finance teams, understanding product impacts on P&L, unit economics, and revenue.

• Strong proficiency in spreadsheets.

• Understanding of system architecture, API functionalities, and their limitations.

• Ability to differentiate when to challenge technical limitations and when to seek alternative solutions.

• Comfortable working in ambiguous situations and resource-constrained environments.

• Proven track record of trust with engineering partners.

• A proactive approach with a bias towards action and execution.

• Ability to work independently, identify risks early, and provide solutions.

🏝️ Benefits

• An annual stipend for professional and personal development.

• 25 PTO days plus 4 Volunteer PTO days each year.

• Medical, dental, and vision insurance coverage.

• Paid parental leave.

• Remote work stipend provided.

• Matching 401K plan.

• Opportunity to become part of a truly remarkable team at a company shaping the future of work.