Senior Director of Product, AI

Senior Director of Product, AI
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.

Responsibilities

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.

In the first week, expect to:

Work to get up to speed with how the organization runs, including how our objectives, RACIs, and other operational frameworks work.

Begin learning Toptal’s platform architecture, internal tooling, and current AI initiatives and capabilities.

In the first month, expect to:

Become acquainted with your product area, the product goals, and those you will partner with.

Work cross-functionally and with Product Managers to refine your product’s strategy, organize and prioritize your high-level roadmap and backlog.

Start collaborating closely with your Product teams.

In the first three months, expect to:

Have a very strong understanding of how the Product Management function and all related external functions are working together.

Take full ownership of the technology products domain, its strategy, and roadmap.

Garner the trust of your peers and the individuals with whom you’re working most closely.

In the first six months, expect to:

Have built your team of world-class Product Managers.

Exemplify the ability to inspire and mentor the teams you’re working with.

Uplevel the team’s ability to brainstorm, collaborate, and execute materially.

Have chartered a clear path for scaling the team and the impact the Product organization can deliver.

In the first year, expect to:

Deliver on your roadmap priorities and promises.

Ensure your team has an incredible record of building impactful products in a timely and elegant fashion.

Work cross-functionally to scale your team to meet the growing needs of our business and our users.

Qualifications and

Job Requirements

Bachelor’s degree is required, preferably in a technical discipline (Computer Science, Information Systems, Mathematics, or Economics).

At least 10 years of proven software…