The posting
About SeekNow
SeekNow is transforming property inspections through technology, data, and human expertise. Verified, structured, current condition data sits at the center of decisions made by insurance carriers, mortgage lenders, real estate investors and operators, valuation firms, and a growing range of industries that depend on knowing what a property looks like. We deliver it faster and more reliably than anyone else. If you want to be part of a product-driven, tech-forward team building real-world impact at scale, you’re in the right place.
The Opportunity
SeekNow completes more than 3,000 inspections a day for insurance carriers and residential real estate clients. Maestro is the platform behind that work. It is where jobs are created, assigned, scheduled, tracked, and delivered. We are looking for a Product Director to own Maestro end to end, from the experience clients and internal teams use every day to the orchestration layer that decides which Seeker (inspector) goes where and when.
The role has two parts. First, you will own the Maestro platform itself: its overall look and feel, its workflow capabilities, its move to a multi-tenant architecture, and its roles and permissions model. Second, you will lead an initiative to build a new scheduling and routing product that serves both our insurance and real estate businesses.
AI is part of every layer of this product. We expect you to use it to remove manual work, reduce friction for clients, Seekers, and Operations, and make the platform more efficient over time.
You will lead a team of at least one to two product managers and work closely with Engineering, Operations, Design, the Data Capture and Field Experience team, and the product leaders for our insurance and real estate verticals.
What You’ll Do:
Platform Strategy and Leadership
- Define and drive the Maestro platform vision, strategy, and multi-year roadmap; translate outcomes into quarterly plans and measurable KPIs.
- Partner with Engineering to set SLAs for availability, latency, throughput, and change-fail rate.
- Work with the insurance and real estate product leaders to decide where vertical requirements become shared platform capabilities.
Apply AI Throughout the Product
- Use AI across scheduling, routing, and workflow to drive efficiency and reduce friction.
- Partner with Engineering to apply AI across the end-to-end inspection workflow, from order intake and assignment through review and delivery.
- Decide where to automate and where to assist a person, and put guardrails, transparency, and feedback loops in place so customers and internal teams trust the results.
- Measure model quality and business impact, and use feedback from apps and users to keep improving.
Own the Maestro Platform and Its Core Capabilities
- Own the overall Maestro platform: the shared foundation that products are built on and partner with the product managers who own those products.
- Own the overall look and feel of the Maestro platform. Partner with the design team to set the experience standards and shared design system that every product on the platform follows.
- Optimize Maestro’s core workflow capabilities so product teams can configure them for their own use cases, and so Operations and clients can run and monitor inspection workflows with fewer manual steps and fewer hand-offs.
- Establish Maestro as a multi-tenant platform. Define how clients, lines of business, and partners are separated, configured, and served from a single platform.
- Build out a robust identity management system including the roles and permissions approach that covers role-based access, tenant-level administration, and audit.
Build Scheduling and Routing Product
- Lead the build of SeekNow’s scheduling and routing product, designed from the start to meet the needs of both insurance and real estate clients.
- Own scheduling, dispatch, and job tracking end to end: how appointments are booked and time-windowed, how jobs are matched and dispatched to available Seeker capacity, and how the system responds to cancellations, no-shows, and surge volume, including catastrophe events.
- Own the tracking and visibility layer that tells internal teams and clients where every job stands, and turn that data into the operational metrics the business runs on.
- Run discovery, define the MVP, and validate through pilots before scaling. Make the call on whether to build, buy, or partner for routing and optimization components.
- Map current workflows end to end with Operations, identify bottlenecks and manual work, and define coverage, capacity, quality, and service level requirements for the inspection networks across both verticals.
Team Leadership and Execution
- Lead the transition to an AI-native software development lifecycle, using AI in discovery, requirements, design, testing, and release to shorten cycle times, raise quality, and set the standards other teams can adopt.
- Lead, coach, and grow a team of at least one to two product managers. Set clear ownership across platform and orchestration.
- Lead a regular cross-functional cadence across Engineering, Operations, Design, Data, and the vertical product teams to align priorities and report progress to senior leadership.
- Run discovery with customers and internal teams, write concise decision docs, and explain tradeoffs in plain language.
- Use data and qualitative insight to prioritize, ship iteratively, and measure success by outcomes rather than output.
What We’re Looking For:
- Experience: 8+ years in product management, including platform products taken from discovery to measurable business impact.
- AI Fluency: Working knowledge of LLMs, forecasting, and optimization, including AI-native development practices.
- Data and Experimentation: Hands-on with analytics and experimentation, including A/B and switchback testing.
- Platform Depth: Experience owning multi-tenant platforms, APIs, and configurable workflows at scale.
- Identity and Access: Practical experience with identity management, SSO, role-based access, and audit for enterprise customers.
- Scheduling and Routing: Hands-on experience with scheduling, dispatch, or routing products in field service, logistics, or a marketplace.
- Builder Mindset: Has built a new product from the ground up, from MVP through scale.
- Product Experience: A strong eye for user experience and a history of partnering with Design across multiple products.
- People Leadership: Experience managing and developing product managers.
- Cross-Functional Leadership: Able to align executives, Engineering, Operations, and Design through clear decision docs.
- Domain Exposure: Insurance or real estate experience preferred but not required.
Why You’ll Love It Here:
- Build Something New: You will have executive-level visibility, meaningful scope, and a direct hand in shaping how SeekNow orchestrates thousands of inspections every day.
- Tech-First Culture: We believe in building smart, scalable systems, and we invest in them.
- Real-World Impact: Your products will shape how inspections are scheduled, completed, and delivered for clients across insurance and real estate.
- Autonomy + Collaboration: Own your space, while being part of a highly connected, supportive team.
- Growth-Minded Environment: We prioritize learning, innovation, and pushing the limits of what’s possible.
- Remote Flexibility: Work from wherever you do your best work.
Join SeekNow. Build what’s next in property technology. Apply today.
