Senior Group Product Manager, Dropbox Sign
WFA Digital Insight
The demand for skilled product managers in the remote job market has surged, with over 25% growth in 2025 alone. As companies like Dropbox continue to expand their digital offerings, the need for experts who can drive product vision and strategy has never been more pressing. With its innovative Dropbox Sign platform, this company is shaping the future of digital agreements. Candidates should be prepared to showcase their ability to lead high-performing teams, think strategically, and drive operational excellence.
Job Description
About the Role
As a Senior Group Product Manager for Dropbox Sign, you will be at the forefront of driving product strategy and execution across this critical business segment. Your day-to-day will involve leading and developing a team of Product Managers, partnering closely with cross-functional leaders, and identifying growth opportunities to move the business forward with speed, security, and confidence. You will be part of a collaborative environment where customer empathy, data-informed decision making, accountability, and collaboration are core values.Dropbox Sign simplifies critical document workflows by enabling fast, legally binding eSignature experiences that integrate seamlessly into tools customers already use. From sales contracts and onboarding paperwork to operational approvals and compliance workflows, Dropbox Sign helps customers achieve their goals efficiently. As a leader in this space, you will play a pivotal role in shaping the future of digital agreements and expanding into adjacent workflows.
What You Will Do
- Lead, mentor, and develop a team of Product Managers, helping them grow in product craft, strategic thinking, execution, and cross-functional leadership.
- Define and evangelize the long-term product vision, strategy, and roadmap for Dropbox Sign, balancing investments across platform scalability, workflow automation, customer experience improvements, and new growth opportunities.
- Build a strong product culture grounded in customer empathy, data-informed decision making, accountability, and collaboration.
- Partner closely with Engineering, Design, Legal, Security, and cross-functional leaders to drive alignment, prioritize investments, and ensure high-quality execution across multiple product initiatives.
- Become an expert in customers by leveraging research, analytics, market insights, and direct feedback to deeply understand the needs of businesses and individuals managing critical agreement workflows.
- Drive complex, multi-quarter initiatives across teams and functions, from strategy and planning to execution and iteration.
- Identify new customer needs, expand into adjacent workflows, and scale both the product and go-to-market capabilities needed to support long-term growth.
What We Are Looking For
- Proven experience as a Group Product Manager or similar leadership role, with a track record of driving product strategy and execution.
- Strong combination of product leadership, people management, strategic thinking, and operational excellence.
- Experience with product development practices and the ability to establish strong practices within the team.
- Excellent communication and collaboration skills, with the ability to work effectively across multiple cross-functional initiatives.
- Strong understanding of customer needs and the ability to leverage research, analytics, and feedback to inform product decisions.
- Experience with data-informed decision making and the ability to drive alignment across different stakeholders.
Nice to Have
- Experience with digital signature or document workflow solutions.
- Knowledge of workflow automation and customer experience improvement strategies.
- Familiarity with the tools and technologies used in the product development process.
Benefits and Perks
- Competitive compensation package.
- Opportunity to work with a leading company in the digital space.
- Collaborative and dynamic work environment.
- Professional development opportunities.
- Flexible, remote work arrangements.
How to Stand Out
- To stand out, demonstrate a deep understanding of product strategy and execution, and showcase your ability to lead high-performing teams.
- Highlight your experience with cross-functional leadership and collaboration, and be prepared to discuss how you drive alignment across different stakeholders.
- Ensure your resume and cover letter are tailored to the role, emphasizing relevant skills and experiences.
- Prepare to discuss your approach to product development, including how you leverage customer feedback and data to inform product decisions.
- Be ready to talk about your long-term vision for the product and how you plan to drive growth and expansion into new areas.
- Research the company culture and values, and be prepared to discuss how you can contribute to and thrive in that environment.
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