Senior Director of Product, AI

Senior Director of Product, AI – Toptal We are looking for an experienced product leader to drive the strategy and execution of our AI platform. In this remote role, you will guide a team of Product Managers building and scaling AI‑driven capabilities that power internal systems, talent workflows, and customer‑facing products. Job Summary Our Product Team builds and scales Toptal’s platform, working closely with Operations and Engineering to support growth. As Senior Director, you will own the AI platform’s overall strategy, roadmap, and execution, serving as a key decision‑maker on the Product Management Leadership team while reporting to the VP of Product Management. 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 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 and operational needs. - Accomplish work objectives through leading and supervising other Toptal team members within the function or sub‑function. - 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. First‑Week Expectations - 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. First‑Month Expectations - Become acquainted with your product area, the product goals, and the teams 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. First‑Three Months Expectations - 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. First‑Six Months Expectations - Build 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. - Chart a clear path for scaling the team and the impact the Product organization can deliver. First-Year Expectations - 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 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 for quality when writing user stories, brainstorming technical approaches, and testing a feature before it is released. - Be humble, willing to learn, and do whatever is needed to help us accomplish our goals. - Outstanding written and verbal communication skills. - Experience using agile development methodologies with globally distributed teams and the ability to keep up with a fast‑paced and global company. - Ability to work in a fast‑paced, rapidly growing company and handle a wide variety of challenges, deadlines, and a diverse array of contacts. - You must be a world‑class individual contributor to thrive at Toptal. You will not be here just to tell other people what to do. #J-18808-Ljbffr