Senior Product Manager I (PLG Onboarding)

Housecall Pro

11h • Remote

About The Position

Housecall Pro is dedicated to building solutions that improve the lives of home service professionals (Pros) by helping them streamline operations, scale their businesses, and save time. The company's headquarters are in Denver, Colorado, but its team is global, with members across Brazil, Poland, the Philippines, Mexico, and beyond. Housecall Pro fosters a culture that values customer success and employee growth. As a Senior Product Manager for the Product-Led Onboarding team, with a strong focus on AI/agentic onboarding, you will be responsible for the platform-level onboarding experience. This role involves partnering closely with feature Product Managers to enable and enhance feature-specific onboarding experiences. The work combines AI-native product development with deep workflow analysis of field service businesses. The team is passionate, empathetic, and hardworking, focused on improving the lives of service professionals. Founded in 2013, Housecall Pro provides easy-to-use tools for scheduling, dispatching, payments, and more, supporting over 50,000 businesses. The company also includes Business Coaching by Housecall Pro in its brand portfolio, all united by the mission to champion Pros' success. Housecall Pro has over 2,000 teammates globally and is committed to diversity and an inclusive environment, operating as an equal opportunity employer.

Requirements

• 5-7 years of experience in product management, ideally in vertical SaaS or fintech
• Bachelor’s degree or equivalent work experience required
• Proven experience shipping AI-powered features and defining rigorous quality standards for them; experience building agents preferred
• Advanced proficiency in data synthesis and experimentation frameworks
• Demonstrated ability to leverage AI prototyping tools to communicate and validate concepts (i.e. Cursor, Claude, v0...)

Nice To Haves

• You've shipped AI-powered features and can describe how you defined quality, designed for failure modes, and measured whether the AI was actually working — not just that it launched
• You build with AI coding tools yourself — you've used v0, Cursor, Claude, Bolt, or similar to prototype ideas before involving engineering, and you treat that as part of how you think, not just how you communicate
• You can write an eval — you know how to define success criteria for AI behavior, enumerate what failure looks like, and produce test cases specific enough that a teammate could run them next week
• You triangulate — you pull and interpret usage data, use tools that aggregate customer signal, and talk to customers directly; you can describe a specific customer's workflow from memory, not just a persona slide
• You hold a high bar for quality and can articulate why something is wrong — not just that it is
• You operate with high agency: you move from insight to testable artifact without waiting for permission or perfect information
• You're honest about what you don't know, direct with feedback, and genuinely curious about why things work the way they do

Responsibilities

• Set direction for your product area — using AI to accelerate synthesis and scenario planning, but owning the judgment calls on what to build, what to skip, and why
• Define the right problems — triangulating across usage and adoption data, AI-aggregated customer signal, and direct observation to identify what's actually broken, for whom, and why it matters
• Develop AI-first solutions — evaluating the full workflow before proposing a fix, with an active and specific eye toward where AI creates compounding value, and the discipline to recognize when it doesn't
• Build experiences customers trust — designing failure paths with the same rigor as success paths, specifying how AI behaves autonomously versus when it hands back to a human, and defining the quality bar before anything ships
• Measure what matters — connecting outcomes to customer and business impact, owning evaluation criteria for AI-powered features, and tracking what actually moved rather than what launched
• Execute through the triad — arriving with a prototype built with AI tools, writing minimal precise specs, and shipping with accountability for outcomes

Benefits

• 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
• Monthly tech reimbursements
• A culture built on innovation that values big ideas, no matter where they come from
• Equity in a rapidly growing startup backed by top-tier VCs
• Employee assistance program
• Paid parental leave
• Other company benefits

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Number of Employees: 501-1,000 employees