Director of Product Management

Hubstaff•Toronto, OH

2d•Remote

About The Position

Our mission is to illuminate and accelerate global work. We build Hubstaff, an industry-leading time tracking and workforce management platform for remote and distributed teams. We were early believers in remote work and have been fully remote for over a decade. Today, more than 95,000 businesses rely on Hubstaff to run their operations — tracking time and activity, managing schedules and shifts, generating invoices, and paying teams globally. As remote and global work continue to scale, we believe Hubstaff will become a core operational system for modern businesses. We are building toward that future and are looking for strong product leadership to help us get there. Product Hubstaff serves SMB and mid-market companies that hire globally and manage distributed, often client-facing teams. Our product spans time tracking and proof of work, workforce management, productivity insights, and payments. We focus on increasing transparency for teams, saving time for managers and administrators, and helping organizations operate more effectively at scale. Many customers depend on Hubstaff as a mission-critical system, and we are committed to continuing to raise the bar on product quality, usability, and business impact. The Role The Director of Product is a senior leadership role responsible for elevating product strategy, execution, and people leadership across Hubstaff's core product areas. You will lead and develop a team of Product Managers while partnering closely with Engineering and cross-functional leaders to deliver meaningful customer and business outcomes. This role is accountable for turning company strategy into focused product bets, improving the quality of product decision-making, and ensuring teams consistently deliver high-impact work. We are looking for a product leader with strong judgment, a customer-first mindset, and the ability to operate effectively in a growing, remote-first organization. Why This Role Exists As Hubstaff continues to scale and move upmarket, the product surface area, customer needs, and strategic tradeoffs are becoming more complex. This role exists to: Raise the bar on product strategy and execution across multiple product areas Develop strong, outcome-oriented Product Managers Ensure product investment is clearly tied to customer value and business results Help Hubstaff evolve into a more comprehensive operational platform for global teams What Success Looks Like Success in this role means: Product Managers operate with clear ownership, strong discovery practices, and high-quality decision-making Product roadmaps are outcome-driven and clearly aligned to company priorities Hubstaff shows measurable improvement in core product metrics such as activation, engagement, retention, and expansion Cross-functional partners view Product as a strategic driver, not just a delivery function The product organization scales smoothly as the company grows and serves more sophisticated customers

Requirements

7+ years of product management experience in B2B SaaS, including ownership of complex products
3+ years of experience leading and developing Product Managers
Proven ability to translate company strategy into focused product bets and outcomes
Strong product judgment — knowing when to explore, when to commit, and when to say no
Hands-on experience working closely with Engineering teams in an Agile environment
Data-driven mindset with experience using qualitative and quantitative insights to guide decisions
Experience building products for SMB and/or mid-market customers
Comfortable operating in a fast-paced, high-ownership, remote-first environment

Nice To Haves

Familiarity with workforce management, productivity, payments, HRIS-adjacent, or platform products is a strong plus

Responsibilities

Product Strategy & Vision: Help define and execute product strategy aligned with company goals, customer needs, and market opportunities
Product Leadership: Lead, coach, and develop a team of Product Managers, setting clear expectations for ownership, judgment, and impact
Customer-Centric Decision Making: Ensure teams deeply understand customer problems through discovery, research, and data analysis
Roadmap Ownership: Own and evolve product roadmaps that balance near-term impact with long-term strategy
Business Outcomes: Drive product decisions tied to growth, retention, adoption, and expansion metrics
Cross-Functional Collaboration: Partner closely with Engineering, Design, Sales, Marketing, and Customer Success to align execution and priorities
Market & Competitive Insight: Monitor industry trends, competitive landscape, and emerging opportunities to inform product direction

Stand Out From the Crowd

Upload your resume and get instant feedback on how well it matches this job.

Upload and Match Resume