Senior Staff Product Manager (Estimates)

Housecall Pro provides tools that help home service professionals streamline operations, grow their businesses, and save time. The Senior Staff Product Manager will lead product strategy and execution for the Estimates experience, including templates, pricing, and estimate workflows, while coordinating complex initiatives across adjacent product domains. The role also involves shaping the AI direction for Estimates, mentoring product team members, and driving measurable business impact through customer-focused, data-driven decisions.

Responsibilities:

• Define and execute product vision and strategy across multiple product lines, ensuring alignment with long-term business objectives
• Anticipate market trends, customer needs, and competitive dynamics to shape future product direction
• Establish scalable frameworks for prioritization and decision-making across teams
• Lead cross-functional collaboration with Engineering, Design, Marketing, Sales, and Operations to develop high-impact solutions
• Write detailed requirements and resolve edge cases up front with a remote engineering team, proactively flagging gaps and proposing alternatives
• Navigate dependencies on adjacent domains (Price Book, Jobs, Customers) and drive alignment across their owners
• Shape and refine user experience through research, user testing, and data-driven insights
• Own and maintain a rolling, quarterly-planned product roadmap, balancing strategic vision with short-term execution needs
• Maintain living product documentation and problem-statement one-pagers, monitor key performance indicators, and use insights to drive continuous improvement
• Shape the AI direction for Estimates while mentoring and supporting developing product team members and contributing to the growth of the product management team

Requirements:

• 8+ years of experience in product management, including leadership of complex product initiatives
• Bachelor's degree in a related field or equivalent work experience
• Proven experience driving team efficiency or output quality through the strategic use of AI tools and automation
• Proven ability to drive alignment across adjacent product domains and business functions without owning every surface
• Experience partnering with detail-oriented, remote engineering teams, including limited time zone overlap, and writing complete, edge-case-aware requirements
• Expertise in using growth stack tools (i.e. Amplitude, Segment, Braze, LaunchDarkly)
• Strong knowledge of agile development, product strategy, and user experience best practices
• Experience with pricing, quoting, or estimating workflows (e.g., field service, construction, or B2B SaaS)
• Passion for user experience and deep customer empathy
• Exceptional problem-solving and analytical skills, leveraging data to drive business impact
• Strong executive communication and stakeholder management skills
• Ability to align multiple teams toward a shared vision while maintaining execution excellence
• Ability to balance strategy and execution in a fast-paced, dynamic environment
• Experience mentoring and developing product managers, fostering a culture of innovation and excellence
• A multi-dimensional background with a breadth of cross-functional interests or depth of specialized mastery
• Personal resilience to learn from scratch, and successfully thrive in ambiguity
• Comfort working asynchronously and communicating clearly across time zones