Senior Director of Product, AI

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Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe
, Toptal is the world’s largest fully remote workforce.

We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a fast pace, and are never afraid to break the mold.

Our Product Team builds and scales Toptal’s platform and products, working closely with our Operations and Engineering teams to support the organization’s growth. We embrace a data-focused approach to ensure each initiative on our product roadmap delivers a meaningful impact on our business and users. Our innovative technology platform enables us to deliver on-demand talent without losing a human touch. The Product team plays a key role in shaping and scaling platform capabilities, including data, automation, and AI-enabled systems that improve how Toptal operates and delivers value.

We’re looking for a Senior Director of Product Management to lead the strategy and execution of our AI platform, a critical foundation for Toptal’s continued success. This role will guide a team of Product Managers building and scaling AI-driven capabilities that power internal systems, talent workflows, and customer-facing products as the business grows.

You’ll also join the Product Management Leadership team as a key decision-maker in the creation and execution of the product strategy while reporting to the VP of Product Management. You will work with the Engineering team and other Product Managers, as well as business and operations stakeholders, to support the organization’s growth.

This is a remote position. Resumes and communication must be submitted in English.

• Own the overall strategy and roadmap for our AI platform and AI-driven products, ensuring the platform accelerates product delivery while AI capabilities across talent and client experiences drive measurable business value.
• Provide thought leadership, strategic insight, and clear communication (written and verbal) to your team and the rest of the organization on your product’s strategy and roadmap.
• Track progress, assess risks, coordinate delivery, and actively communicate contingency and mitigation plans for the team.
• Guide the prioritization of initiatives as the team scales.
• Lead and grow a team of amazing Product Managers, helping them do the best work of their careers.
• Help define and evolve Toptal’s Product Management practice, including how AI products are discovered, validated, launched, and scaled.
• Work cross-functionally with other teams such as Executives, Operations and Engineering to ensure AI platform initiatives align with business objectives, operational needs.
• Accomplish work objectives through leading and supervising other Toptal team members within the function or subfunction (or on the Product team).
• Establish objectives and initiatives for the team, recommend the team’s structure and jobs, and organize, assign, delegate, oversee, and monitor work.
• Coach and mentor team members, provide feedback, conduct performance reviews, and implement performance improvement plans, if needed.

• Bachelor’s degree is required, preferably in a technical discipline (Computer Science, Information Systems, Mathematics, or Economics).
• At least 10 years of proven software Product Management experience.
• At least 3 years of experience leading other Product Managers.
• Prior experience working as a Software Engineer is a strong plus.
• Experience leading AI-enabled products, with a focus on delivering measurable business outcomes.
• Comfortable working with SQL or spreadsheets to analyze data, as well as conducting research with internal and external users.
• Ability to creatively craft solutions through data and a user-centric approach.
• Be meticulous and have a high bar…