Director, People and Culture

Rewind is a service that protects the critical data that powers businesses of all sizes. Our focus is on backing up data that lives in the cloud - in apps like Jira, GitHub, Confluence and Shopify. We are backed by Insight Partners, Inovia, Bessemer and Atlassian Ventures and are proud to be recognized as one of Canada's 50 fastest growing technology companies (2023 Deloitte Fast 50). We invite you to read our startup story to learn where we came from and where we’re going.

Read about our mission, story and values here.
To find out more about our perks, click here.
Some of our Blogs might help you get a better understanding of what we do here. You can find them all here.

Thriving at Rewind:

We embrace the fast-paced, ever-changing nature of startup life. If you love working with speed, agility, and creativity, you’ll feel right at home here. Here's what it takes to succeed with us:

• Team-First Mentality: We put teamwork at the core of everything we do, believing that we are better when we are together. Success is shared, and when the team wins, we all win.
• Performance-Driven Mindset: We are proactive, goal-oriented, and focused on delivering tangible, high-quality results. We go beyond meeting expectations - we aim to exceed them.
• Flexible Work-Life Approach: We encourage balance and understand the need to recharge. While we stay agile for urgent needs, we make sure there's time to recover and enjoy life.
• Customer Centricity: Our commitment to customers shapes everything we do. We listen, build relationships, and innovate - from our dedicated customer support team to our engineers, everyone at our company is focused on solving problems that matter most to our users.
• Taking Initiative: We value ownership and proactive problem-solving. We encourage team members to think creatively, take ownership, and lead improvements. Your ideas and actions drive our success.
• We Make Time for Fun: We work hard and make time to enjoy the journey. It’s not just about hitting milestones—it’s about making the experience rewarding along the way.

As the Director of People and Culture, you will be a strategic partner to the executive team and a champion for our employees. You will lead our People and Culture and Talent Acquisition function to drive cultural leadership, strategy, and operational excellence. You will lead and inspire our people strategy, foster an engaging and inclusive culture, and align our HR practices with our business objectives.
Your role will encompass everything from organizational design and employee engagement to compliance, training, and development, with a focus on creating a thriving workplace.

This role is critical in making Rewind one of the best places to work in Canada while championing our mission, vision, and values.

Key Responsibilities:

Strategic Leadership:

• Develop and execute a comprehensive People strategy that supports Rewind’s business objectives and long-term growth.

• Serve as a trusted advisor to the executive team on all people-related matters, including organizational design, succession planning, and employee engagement.

• Align people initiatives with Rewind’s core values, fostering a culture of accountability, inclusion, and customer-centricity.

• Effectively manage change in organization, including communication.

Talent Acquisition & Employer Branding:

• Lead and scale a world-class recruitment function to attract top talent across all functions.

• Build and promote Rewind’s employer brand to position the company as an employer of choice in the SaaS industry.

• Oversee workforce planning to ensure we have the right talent in place to achieve our goals.

Culture & Employee Experience:

• Champion Rewind’s values and ensure they are embedded in all aspects of the employee experience.

• Lead initiatives that enhance employee engagement, well-being, and satisfaction, ensuring we maintain a high-trust, high-performance culture.

• Develop and implement inclusive programs that celebrate diversity and foster belonging.

• Align Performance Management programs with Rewind's business objectives and ensure we're building a high performing team.

• Coach managers on performance management and leadership best practices.

HR Operations & Compliance:

• Oversee People operations, including compensation, benefits, compliance, and HRIS, ensuring efficient and scalable processes.

• Ensure Rewind remains compliant with labor laws and regulations across all jurisdictions.

• Utilize People analytics to measure the effectiveness of people programs and drive continuous improvement.

Team Leadership:

• Build, mentor, and lead a high-performing People team that reflects Rewind’s values.

• Foster a culture of collaboration, accountability, and continuous learning within the People team.

You have 10+ years of HR/People experience with at least 5 years of experience in HR/People leadership roles. Your experience encompasses work in startup or scale-up organizations in a leadership position, ideally at least for 2 years. 

You also have:

• Proven ability to develop and execute people strategies that drive business results
• Strong understanding of employment law and compliance requirements accompanied with CHRL designation
• Expertise in driving change initiatives to enhance employee engagement and organizational effectiveness 
• Exceptional interpersonal and communication skills, with the ability to influence at all levels.
• Experience implementing and leveraging HR systems and data analytics to drive decisions and results.
• Passion for building inclusive, high-performing workplaces
• Bachelor's degree in HR, Business Administration, or a related field (Master's or relevant certifications preferred).

Where You’ll Work
Our organization follows a hybrid work structure where employees work from the office three days/week. This role will be based out of our Toronto office.  

How Rewind Will Support You
We know that enjoying the journey is just as important as reaching our goals. We work hard to create a positive, inclusive environment where fun and laughter are part of our everyday routine. We also offer a variety of benefits to support your success both at work and in your personal life which includes but is not limited to: 

• Flexible work hours
• Employee stock options
• Health benefits
• 3 weeks vacation
• 7 life leave days
• 2 Level Up days for professional development
• 1 volunteer day
• Summer hours (off every other Friday from June - September) and office closed during the holiday break in December
• 4 week sabbatical after 4 years with us
• Paid parental leave
• $5000/year professional development allowance (you can take courses, buy books, attend conferences, cover certifications, etc)
• $1000/year wellness/home office allowance

Rewind is committed to building an inclusive, supportive place for you to do the best and most rewarding work of your career. We value how each new hire is an opportunity for us to bring in a different perspective, and we are always eager to further diversify our company. We strongly encourage candidates of all different backgrounds and identities to apply.