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.
Job Description
"Backup the cloud, recover it in seconds." At Rewind, we are dedicated to revolutionizing cloud data security. Our aim is to not only provide robust backup solutions but also ensure rapid recovery, creating strong value for our customers. We are looking for a Senior Product Manager who is committed to a customer-centric approach, creating more value for our existing customers.
As a Senior Product Manager focused on Onboarding & Activation at Rewind, you'll play a pivotal role in ensuring new customers experience value quickly and successfully adopt our platform. You'll pair a sharp product instinct with strong analytical thinking to optimize the customer journey from trial to activation, reduce time-to-value, and set the foundation for long-term customer success.
We're looking for a PM who's not only great at talking to customers and shipping impactful features but who also digs into conversion funnels, understands activation metrics, and can present a compelling case to senior leadership to drive alignment and investment.
Your responsibilities will include:
Owning the end-to-end onboarding experience from trial sign-up through initial success, ensuring seamless transitions and quick time-to-value
Building and owning a strategic roadmap focused on activation, adoption, and early customer success
Analyzing conversion funnels, drop-off points, and user behavior to identify friction and opportunities in the onboarding journey
Speaking directly with new customers weekly to understand their initial experiences, pain points, and what drives them to activate
Designing and optimizing guided onboarding flows, in-product education, and success milestones that accelerate customer value realization
Collaborating cross-functionally with Product Design and Engineering to ship iterative improvements to the onboarding experience
Defining and tracking key activation metrics (e.g., trial-to-paid conversion, time to first backup, success rate, attach rate)
Partnering closely with Customer Success and Support teams to ensure smooth handoffs and aligned success criteria
Working with Sales and Marketing to ensure trial experiences align with customer expectations set during the sales process
Presenting onboarding strategies and performance metrics to executive leadership to secure buy-in and resources
Leading discovery and delivery with urgency — consistently reducing scope to ship fast and learn
Upholding product quality standards and ensuring measurable impact from every release
Qualifications
We're looking for candidates with 7+ years of Product Management experience in B2B SaaS environments with proven experience optimizing user onboarding, activation flows, and early lifecycle experiences. You have a deep understanding of what drives users from trial to commitment in SaaS products.
You also have:
Strong analytical mindset — experience with conversion funnel analysis, cohort analysis, and activation metrics
Experience presenting product strategies and metrics to executive teams and influencing cross-functional stakeholders
Proficient in conducting customer interviews, particularly with new users, and converting feedback into validated product decisions
Collaborative style, with demonstrated success leading cross-functional initiatives in agile teams
Experience working closely with Customer Success and Support teams to align on customer outcomes
Excellent written and verbal communication skills — able to convey complex ideas clearly and inspire confidence
Entrepreneurial spirit — you take ownership, thrive in uncertainty, and move with urgency
Additional information
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 Ottawa or 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 Fridays 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.
Apply Now