Manager, Sales

Rewind; Canada; On-site; CAD 60,000 - 80,000; Full time

Job summary

A leading SaaS company in Ontario is seeking a Manager of Sales to lead the Commercial Account Executive team. This role focuses on coaching, developing team members, and driving revenue growth through data-driven strategies. Candidates should have over 5 years of B2B SaaS sales experience, with proven leadership in a high-growth environment. The company offers a supportive culture and various benefits to promote work-life balance.

Benefits

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

Paid parental leave

Professional development allowance

$1000/year wellness/home office allowance

Qualifications

• 5+ years of B2B SaaS sales experience, with 3+ years leading or managing AEs.
• Proven record of meeting or exceeding revenue targets in a high-growth environment.
• Deep understanding of consultative and value-based selling methodologies.

Responsibilities

• Lead, coach, and mentor a team of Commercial Account Executives.
• Own the commercial sales forecast and ensure accurate pipeline management.
• Refine our sales playbook and improve sales enablement materials.

Skills

B2B SaaS sales experience

Leadership

Analytical skills

Communication skills

Customer-centric selling

Tools

Salesforce

Job description

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.

About the role

We’re looking for a Manager of Sales to lead our growing Commercial Account Executive team—a group responsible for driving Rewind’s revenue growth with mid-market customers. This is a hands-on leadership role focused on coaching, enablement, and consistent execution. You’ll build scalable processes, refine our go-to-market motion, and ensure that every AE is equipped to succeed.

This is a fit for someone who thrives on data-driven decision making, believes deeply in customer-centric selling, and has a passion for developing people. You’ll report to the VP of Sales and partner closely with Marketing, RevOps, and Customer Success.

What you’ll do:

Team leadership & development

• Lead, coach, and mentor a team of Commercial Account Executives to consistently exceed quota and pipeline targets.

• Foster a high-performance culture grounded in accountability, learning, and collaboration.

• Conduct regular 1:1s, deal reviews, and performance check-ins to guide career growth and improve outcomes.

Revenue growth & forecasting

• Own the commercial sales forecast and ensure accurate pipeline management through consistent CRM hygiene and deal qualification.

• Collaborate with Marketing and RevOps to optimize lead routing, conversion, and velocity.

• Analyze sales metrics to identify trends, gaps, and opportunities for improvement.

Sales strategy & process optimization

• Refine our sales playbook and improve sales enablement materials for commercial motion.

• Experiment with outbound and inbound strategies to increase conversion and deal size.

• Partner with the Product and Customer Success teams to ensure feedback loops that inform roadmap and retention efforts.

Cross-functional collaboration

• Work closely with Marketing to align campaigns and messaging to customer pain points.

• Collaborate with Customer Success to ensure seamless handoffs and drive expansion opportunities.

• Represent the voice of the commercial customer internally, influencing strategy and product priorities.

What you’ll bring

• 5+ years of B2B SaaS sales experience, with 3+ years leading or managing AEs.

• Previous experience is sales roles with consistent quota achievement.

• Proven record of meeting or exceeding revenue targets in a high-growth environment.

• Deep understanding of consultative and value-based selling methodologies (MEDDIC, Challenger, SPIN, etc.).

• Strong coaching instincts and ability to lead by example.

• Excellent analytical, forecasting, and communication skills.

• Experience working with Salesforce.

Nice to have

• Experience scaling sales teams in a PLG or product-led motion.

• Familiarity with sales enablement tools (e.g., Gong, Outreach, Clari).

• Prior exposure to SaaS backup, data protection, or security solutions.

This is a hands-on, high-impact leadership opportunity within a growth-stage SaaS company—ideal for someone who’s ready to scale a proven commercial motion and build a culture of excellence.

Location
This role is open to candidates based in Ontario to make collaboration easier.

Why join Rewind

Rewind is growing fast — and so will you. You’ll be part of a team that’s building category-defining products and a company that values curiosity, trust, and accountability. We believe in respecting people’s time, giving back, and empowering every team member to challenge the status quo.

At Rewind, your ideas will shape how businesses around the world protect and recover their data.

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

• Paid parental leave

• 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.