About The Position

Our Product team builds and scales Toptal’s platform and products, working closely with our Operations, Marketing, and Engineering teams to support the organization’s growth. We embrace a data-focused approach to ensure each initiative on our product roadmap delivers meaningful impact for both 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 are seeking a Senior Director of Product Management to lead a highly strategic, cross-cutting product area focused on growth, platform strategy, and portfolio integration. This role is ideal for a customer-centric Product Leader who thrives in ambiguity, enjoys defining strategy where none yet exists, and wants to own problems with real business impact. In this role, you will guide a team of Product Managers while also personally owning the product and business strategy that connects Toptal’s core platform, new business initiatives, and acquired products into cohesive, scalable offerings. You will serve as a key decision-maker on the Product Management Leadership team, reporting to the SVP of Product Management, and partnering closely with executives across Product, Engineering, Marketing, Operations, and M&A. This is a remote position. Resumes and communication must be submitted in English.

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.
  • 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.

Nice To Haves

  • Prior experience working as a Software Engineer is a strong plus.

Responsibilities

  • Own and evolve the end-to-end product strategy and roadmap for a portfolio of internal and customer-facing products, with an emphasis on growth, platform leverage, and cross-product synergy.
  • Define how Toptal’s products, tools, marketplaces, and services come together into cohesive customer experiences for both talent and clients.
  • Translate high-level vision into clear strategic frameworks, roadmaps, and prioritization criteria that teams can execute against.
  • Identify and validate opportunities for platform capabilities that can be reused across business lines, acquisitions, and partners.
  • Lead strategy for upsell, cross-sell, and packaging across multiple offerings and customer segments.
  • Partner closely with Growth Marketing to align experimentation, funnel optimization, and long-term product strategy.
  • Define segmentation-driven approaches for determining what to offer, when to offer it, and how.
  • Partner closely with M&A to develop and continuously improve repeatable product integration frameworks that support acquisition strategy and accelerate value creation.
  • Provide thought leadership and clear communication (written and verbal) to Product, Engineering, and executive stakeholders.
  • Track progress, assess risks, and communicate tradeoffs, mitigation plans, and outcomes.
  • Guide prioritization and sequencing of initiatives as the team and portfolio scale.
  • Lead, coach, and grow a team of Product Managers, helping them do the best work of their careers.
  • Help shape the Product Management function and culture, including how teams collaborate, plan, and measure success.
  • Work cross-functionally with Operations, Legal, Marketing, and Engineering to ensure alignment, buy-in, and execution.
  • Establish objectives and initiatives, recommend team structure, and scale the organization thoughtfully as strategy solidifies.
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