Senior Staff Product Manager (Estimates)

A generous benefits program that supports the whole you with medical, dental, vision, life, disability, and 401(k)

Paid holidays and flexible, take-it-as-you-need-it paid time off

Equity in a rapidly growing startup backed by top-tier VCs

Monthly tech reimbursements

A culture built on innovation that values big ideas, no matter where they come from

Role Overview

As a Senior Staff Product Manager, you drive the development and execution of product strategies across the Estimates experience, spanning the templates, pricing, and estimate workflows that Pros use to win and price jobs. You balance long-term planning with tactical execution, working cross-functionally with engineering, design, marketing, sales, and operations to bring innovative products to market and enhance existing ones. You define the product vision, shape the roadmap, and ensure initiatives align with company objectives while delivering measurable business impact.

At this level, you lead high-impact, complex product initiatives that require cross-organizational alignment and coordination. Estimates cannot move without touching adjacent product areas (Price Book, Jobs, Customers), so you drive alignment across teams without owning every surface. You anticipate industry trends, leverage data-driven insights, and develop frameworks to scale product development. Your expertise allows you to influence company-wide product strategies while maintaining a strong customer focus.

You serve as a mentor and coach to developing product team members, fostering a high-performance culture and driving continuous improvement across the organization. Your ability to operate at both strategic and execution levels enables you to deliver transformative solutions that optimize the user experience and achieve business goals.

Our team is passionate, empathetic, hard working, and above all else focused on improving the lives of our service professionals (our Pros). Their success is our success.

What you do each day:

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

Qualifications:

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)

What will help you succeed:

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

Location Dependent Information

This role is open to candidates and the expected salary range for this role is $165,000-$190,000 + equity. The specific salary for the successful candidate will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location. This role is also eligible to participate in Housecall Pro’s equity plan and the following benefits: health care insurance (medical, dental, vision, disability), employee assistance program, 401(K), flexible time off, paid parental leave, tech reimbursement, and other company benefits. Housecall Pro is growing fast and we’re scaling our team to help enable and accelerate our growth.