Senior Director, Product Management (AI)

Why Housecall Pro?

Help us build solutions that build better lives. At Housecall Pro, we show up to work every day to make a difference for real people: the home service professionals that support America’s 100 million homes. We’re all about the Pro, and dedicate our days to helping them streamline operations, scale their businesses, and—ultimately—save time so they can be with their families and live well. We care deeply about our customers and foster a culture where our company, employees, and Pros grow and succeed together. Leadership is as focused on growing team members’ careers as they expect their teams to be on creating solutions for Pros.  We also offer:

• 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 Senior Director, Product Management - AI, you lead our AI product strategy and execution across two of our most advanced AI offerings, Marketing AI and Sales AI, which are critical strategic pillars and drivers of growth for Housecall Pro. You set the vision and drive execution for the next phase of these product solutions and push forward AI product building methodologies in the broader product organization. You manage a high-performing team of AI first product builders, collaborate across engineering, design, analytics, and go-to-market teams, and are a key voice in aligning AI product direction with company objectives.

You thrive in the strategic and hands-on, balancing the development of longer-term roadmaps that lead to business impact with day-to-day execution of product delivery. You utilize Housecall Pro’s deep trove of customer data to feed the solutions your teams build. You balance the ability to build “traditional” software to enhance core functionality with “AI native” solutions that utilize the capabilities and data within the platform to drive outcomes. You serve as a leader in the product organization, and shape the future of our AI product practice. ..

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

What you do each day:

• Drive the end-to-end product lifecycle for Marketing AI and Sales AI, remaining rooted in product fundamentals such as crisp problem definition and outcome orientation.
• Collaborate with your team to design and develop probabilistic, non-deterministic solutions with guardrails and feedback mechanisms that ensure high quality experiences
• Lead AI native product development methodologies that include rapid prototyping, evaluations, and fast iteration cycles 
• Own and manage product roadmaps, prioritizing features and aligning resources to maximize impact
• Foster AI native product development collaboration, collapsing traditional roles and responsibilities to deliver robust solutions and outcomes 
• Partner with stakeholders across marketing, sales, customer success, and operations to bring solutions to our customers and support them holistically 
• Establish and monitor KPIs to evaluate product performance and inform iterative improvements
• Lead and mentor a growing team of product managers, fostering a culture of innovation, ownership, and continuous learning
• Identify and evaluate future AI opportunities and integrate them into long-term planning
• Ensure scalability, performance, and customer-centric value are embedded into every AI product experience

Qualifications:

• Proven experience building and launching AI-first or AI-powered products end-to-end
• Fluency in AI product building methodologies, including rapid prototyping, evaluations, and data ingestion
• 12+ years of experience in product management, preferably in SaaS environments
• 7+ years in product leadership roles with direct people management responsibilities
• Demonstrated track record of delivering scalable products with measurable business impact
• Strong strategic and operational thinking with ability to toggle between vision and execution
• Experience defining KPIs and iterating based on data-driven insight
• Excellent cross-functional communication and stakeholder alignment skills
• Bachelor’s degree in a relevant field or equivalent work experience

What will help you succeed:

• Leadership style rooted in mentorship, accountability, and collaboration
• Familiarity with marketing automation, sales funnels, and lead generation workflows
• Experience developing go-to-market strategies for SaaS products
• Ability to scale teams and product scope in a fast-paced, high-growth environment
• Strong executive presence and ability to influence across all levels of the organization
• Comfort working with distributed teams across time zones

Founded in 2013, Housecall Pro helps home service professionals (Pros) streamline every aspect of their business. With easy-to-use tools for scheduling, dispatching, payments, and more, Housecall Pro enables Pros to save time, grow profitably, and provide best-in-class service.

Housecall Pro’s brand portfolio includes Business Coaching by Housecall Pro, a business coaching solution for home services businesses. Our brands are united by a singular mission to champion our Pros to success.

We support more than 40,000 businesses and have over 1,800 ambitious, mission-driven, genuinely fun-loving teammates across the globe. If you want to do work that impacts real people, supported by a team that will invest in you every step of the way, we’d love to hear from you

Housecall Pro celebrates diversity and we are committed to creating an inclusive environment.  We are an equal opportunity employer and do not discriminate on the basis of gender, race, religion, national origin, ethnicity, disability, gender identity/expression, sexual orientation, veteran or military status, or any other category protected under the law. #LI-Remote

Location Dependent Information

This role is open to candidates and the expected salary range for this role is $$168,000-$198,000 with 10% variable bonus. 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.

Privacy Notice for California Job Candidates - Housecall Pro