Rose Rocket

Rose Rocket is ERP software for trucking companies.

Director of People

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About the role

Rose Rocket is a market leader in Transportation Management Software. We’re a startup going after the $700+ billion dollar trucking industry, leading the shift to SaaS while revolutionizing the way trucking companies sell, service, and innovate. We are a hyper-growth company with a “more human, less corporate” culture that is built around doing work that matters, winning as a team, and celebrating success. We’d love to hear from you if you want to build this with us.

Our people are critical to our success. As a leader of the People and Culture department, you will build a world-class company alongside a people team with the goal of elevating our employees to their highest potential. The ideal candidate has experience building people and recruiting programs in a fast-growing startup.

About the Role:

The mission of the Director of People is to enable Rose Rocket's successful growth. This includes a focus on ensuring a healthy culture through programs and practices established by the People team. The Director of People also plays a key role in building diverse teams across Rose Rocket. They are a thought leader in establishing programs and practices that build culture, develop employees, and attract and retain the best talent. 

This role also partners with the leaders across the company to help them build and develop their teams, make effective people-related decisions based on data, and establish strong communication channels across our team.

Your responsibilities will include:

  • Work with Leadership and the People and Culture Team to build upon and execute the long-term strategy for the People and Culture function, emphasizing engagement, hiring, and retention
  • Help maintain our core values and ensure that all People and Culture decisions, programs, and processes are aligned with our culture and core values
  • Lead the Talent Acquisition Team to recruit top talent for the company aligned with workforce plans and objectives
  • Lead the People and Culture team, ensuring that they are highly engaged, building towards our long-term strategy, efficient, executing on goals, and within budget
  • Execute company-wide performance management programs that encourage a high-performance culture and drive continuous, transparent feedback
  • Build scalable learning and development programs that help grow our team's capabilities, support retention, and prepare high-potential employees for management roles
  • Partner with leaders to understand and anticipate hiring and development needs
  • Prepare workforce plans and organizational designs that support business goals
  • Ensure compliance with all federal, provincial, state, and local laws and employment regulations
  • Collaborate with external legal counsel regarding employment matters and compliance with regulations
  • Prepare, analyze, and report on Culture, People and Talent Acquisitions metrics that support effective planning and decision making

What you bring to the team

  • 6+ years of Human Resources/People/Talent work experience
  • 3+ years of experience leading and managing a People/HR/Talent team at a high-growth technology company
  • Proven success in delivering high-impact, values-aligned programs around performance management, compensation, team engagement, retention, culture, and talent acquisition
  • Experience building talent acquisition programs and processes
  • Outstanding EQ, interpersonal, and communication skills
  • Strong knowledge and understanding of Canadian employment legislation, HR policies, and best practices
  • Demonstrated experience implementing and supporting equitable and inclusive practices in all phases of work
  • Proven success driving change within management teams across high-growth startup organizations, aligning people strategy with values and goals

Don’t sweat it if you don’t have everything listed above. We believe in growth and curiosity. If you have some of these qualities and are excited about this opportunity, then we want to hear from you!

Perks & Benefits at Rose Rocket

🏥 A comprehensive benefits program + health care spending account

🐣 Parental leave top-up

💰 Stock option plan

💻 The latest Macbook Pro and a sweet tech equipment combo to get you started

🏝 A total of 6 weeks of paid time off annually including starting at three weeks of vacation, summer Fridays, winter holidays and personal days!

💼 Downtown Toronto office complete with an in-house coffee shop, music room, library and a few other lifestyle perks that keep our days fun

Equal Employment Opportunity

Rose Rocket does not discriminate in hiring or terms and conditions of employment because of an individual’s race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.

Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application or email

About Rose Rocket

Rose Rocket is SaaS for modern trucking companies. We are a startup going after the $700+ billion dollar trucking industry. At Rose Rocket, we solve complex technical challenges to provide our customers with the simplest and most intuitive operations software.

Some fun stuff about Rose Rocket:

  • Weekly team lunches
  • Our office is on top of a bar and a Banksy
  • Beautiful brick & beam office near the St. Lawrence Market
  • Company retreats
Rose Rocket
Team Size:165
Location:Toronto, Canada
Justin Bailie
Justin Bailie
Alexander Luksidadi
Alexander Luksidadi
Justin Sky
Justin Sky