- Thumbtack’s Pro Activation & Success pillar helps local service businesses discover Thumbtack, get started, find success, and grow with us over time

- We build products and experiences that help more pros thrive, partnering closely with marketing, partnerships, and sales across the full pro journey. We’re a highly collaborative, data-driven team united by a simple goal: helping pros build stronger businesses

- Thumbtack was originally built to serve individual professionals and small businesses. Now, larger and more sophisticated businesses represent one of our biggest opportunities for growth — and serving them well requires us to rethink what Thumbtack can offer
- In this role, you’ll shape how we win with this segment, from connecting Thumbtack with the tools pros use to run their businesses to creating the foundational experiences they need to succeed at scale

- You’ll work closely with our partnerships and business development teams to turn integrations into meaningful growth, identify and scale new growth levers tailored to this segment, and bring differentiated products to market

- Own the product vision, strategy, and roadmap for unlocking growth among larger, more sophisticated pros, with accountability for customer and business outcomes

- Develop a deep understanding of how these pros operate, using research and data to identify unmet needs, product gaps, and new opportunities for growth

- Set the strategy for our APIs, data integrations, and partner offerings, working directly with partnerships, business development, and external partners to create value for pros and open new growth channels

- Lead new products and capabilities from early discovery through launch and adoption, helping complex businesses succeed on a product originally designed for smaller businesses





- Partner with engineering to make thoughtful tradeoffs between near-term opportunities and durable technical foundations that can support future products and partnerships

- Bring engineering, design, data science, marketing, sales, and partnerships together around clear priorities and lead execution across organizational boundaries

- Define success, test the highest-potential ideas, and use what you learn to scale the experiences and growth levers that deliver meaningful results

Benefits

- Parental leave

- Health insurance
- Community matters | Sure, our ways of connecting have changed. But we haven’t missed a beat, from virtual concerts to “TTversary” celebrations to weekly catch-ups

- Always be improving | We bring out the best in our colleagues — and our product — by pushing each beyond what we believe we’re capable of. We give honest feedback, even when it’s hard

- Wellness is a way of life | We promote balance with generous PTO and company-wide holidays — and find our centers every Wellness Wednesday with yoga featuring a Thumbtack pro
- A worthy mission | In a world where tech is often seen as eroding good jobs, we’re helping small business owners thrive. Our product makes entrepreneurship accessible to everyone

- Driven by our values | Our values are the compass by which we make all our decisions.

Each one matters: Lead with why, Make it count, Own it, Choose teamwork, and Say what you mean

- Plus, amazing benefits | All the benefits you’d expect,



plus a few more: generous parental and fertility benefits, $1800 for Thumbtack services per year and a $1200 remote work stipend

- Virtual-first working model coupled with quarterly in-person events and Camp Thumbtack

- 20+ company-wide holidays including two week-long shutdowns

- Libraries (collaborative workspaces) in San Francisco, Salt Lake City, Toronto, and Manila

- Cell phone and WiFi reimbursements

- Subscriptions and Employee Assistance Program for mental health and well-being- 5+ years of product management experience, with a track record of owning complex product areas and delivering meaningful customer and business outcomes

- Experience turning ambiguous, early stage opportunities into clear product strategies and taking recent products from discovery through launch and adoption

- Strong technical fluency and experience owning technically complex products, with the ability to partner with engineering on APIs, data, integrations, and system tradeoffs while keeping customer value at the center

- Solid analytical thinking and business acumen, including the ability to uncover growth opportunities, define success, and balance near-term impact with long-term investments
- An AI-first mindset: curiosity, adaptability, and enthusiasm for using agentic AI workflows throughout product development, paired with sound judgment about where AI adds value

- Excellent product judgment and customer empathy, with the ability to understand complex business workflows and turn them into simple, intuitive experiences

- Proven ability to influence and lead across engineering, design, data science, commercial teams, and external stakeholders, using clear communication to navigate different incentives and build alignment

📌 Product Manager (Pro Integrations & Foundations) (Toronto)
🏢 Thumbtack
📍 Toronto