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Account Executive (Commercial)

Company 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.

Job Description

We are looking to add an Account Executive (AE) to our Commercial Sales team. Reporting to the Director of Sales, you will be in a semi-full cycle role, taking discovery calls to closed won deals. You will work with a range of buyers in varying functional areas, but will primarily focus on IT, Development Operations (DevOps) and Ecommerce buyers.
 
Our AE team is supported by a Business Development team handling both inbound leads and outbound prospects. We generate a substantial amount of pipeline through our SaaS marketplace listings (Atlassian, Github, Shopify, etc.), but you will need to supplement this by generating additional opportunities to ensure you exceed quota.

Prospecting into your current customer base and deploying an outbound strategy to generate interest from net new accounts will be critical to your success. There is a massive opportunity to capitalize on specific cloud migration shifts (Jira EOL) that are currently underway in the market. We are also looking to capitalize on new eco-systems & platforms that we are entering (monday.com). For the right person, the potential to capitalize on this moment in time is limitless.

Your responsibilities will include:

  • Driving net new revenue for the business

  • Cross-selling newly signed customers within a defined time period after closing

  • Managing the sales process from discovery through closing steps (Infosec, Legal, etc.)

  • Generating interest from other key decision makers, within different functional areas of a prospect/customer’s organization, to help grow opportunities

  • Collaborating with Sales Engineering to deliver best in class demos and guided testing

  • Generating pipeline from both warm and cold prospecting efforts

  • Keeping your deals updated daily in the CRM (Salesforce) 

  • Supporting the Product team as you receive feedback from prospects to align with product strategy and direction

  • Engaging our Partnerships team to support co-selling through agencies/MSPs

  • Attend industry and customer events as needed

Qualifications

We are looking for candidates who have at least 2 years of closing experience in B2B SaaS environment as an Account Executive with demonstrated outbound prospecting experience.

You are also:

  • Consistent quota achiever

  • Naturally curious with excellent discovery and closing skills

  • Motivated and creative - find alternative paths when barriers present themselves

  • Energized by ambiguity and can create structure in a dynamic, fast-paced, environment

*Experience selling to IT/DevOps a plus, but not critical

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 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.

Average salary estimate

$70000 / YEARLY (est.)
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$60000K
$80000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Account Executive (Commercial), Rewind Software

At Rewind, we're on the lookout for an enthusiastic Account Executive (Commercial) to join our dynamic Ottawa team. As an AE at Rewind, you'll play a crucial role in revolutionizing the way businesses manage their cloud data. Imagine diving into conversations with IT, DevOps, and Ecommerce professionals, uncovering their needs, and turning them into tailored solutions that drive real impact. You won’t just be closing deals—you'll be forging lasting relationships backed by our market-leading data protection services. Your day-to-day will see you juggling discovery calls, collaborating with our talented Business Development team, and keeping the momentum going from initial interest to successfully closing sales. You'll get to engage in exciting industry events and leverage both warm leads from our SaaS marketplace listings and new leads from your own prospecting efforts. Whatever the challenge, your creative thinking and proactive approach will keep you ahead of the game. Reporting to our Director of Sales, you’ll be supported by a cooperative team environment where your contributions matter. Plus, with flexible work-life balance, generous benefits, and a fun company culture, you’ll love being part of Rewind’s adventure. If you thrive in a fast-paced, innovative workplace and are driven to exceed your sales quota while making meaningful connections, we’d love to meet you and explore how you can grow with us!

Frequently Asked Questions (FAQs) for Account Executive (Commercial) Role at Rewind Software
What are the main responsibilities of an Account Executive (Commercial) at Rewind?

As an Account Executive (Commercial) at Rewind, your main responsibilities include managing the sales process from discovery to closing, driving new revenue, and collaborating with Sales Engineering for demos. You'll engage with a variety of potential customers primarily in IT, DevOps, and Ecommerce sectors, emphasizing proactive outreach and relationship-building to maximize sales opportunities.

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What qualifications are required for the Account Executive (Commercial) role at Rewind?

To be considered for the Account Executive (Commercial) position at Rewind, you should have a minimum of 2 years of closing experience in a B2B SaaS environment, demonstrating successful outbound prospecting skills. A consistent track record as a quota achiever and the ability to thrive in dynamic settings are also important, while experience selling to IT or DevOps teams is a plus.

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What does the sales process look like for an Account Executive at Rewind?

The sales process for an Account Executive (Commercial) at Rewind involves taking prospects from discovery calls to closed deals. You'll manage interactions across various functional areas within organizations, ensuring an understanding of their needs, and guiding them through key closing steps, supported by documentation and collaboration with our teams.

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How does Rewind support the professional development of its Account Executives?

Rewind is committed to the growth of its Account Executives by offering professional development allowances of $5000 per year. This can be used for courses, certifications, conferences, and books, helping you to continuously enhance your skills and contribute effectively to our team's success.

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What is the company culture like at Rewind for the Account Executive role?

The culture at Rewind is dynamic and team-focused, placing a high value on collaboration, creativity, and fun. As an Account Executive, you’ll be encouraged to share ideas, take initiative, and participate in team activities that foster a sense of belonging while working toward joint goals.

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Common Interview Questions for Account Executive (Commercial)
What sales methodologies are you familiar with as an Account Executive?

It's important to discuss your understanding of various sales methodologies such as SPIN Selling, Challenger Selling, or Solution Selling. Explain how these methodologies have influenced your approach and give examples of how you’ve successfully implemented them in your previous roles.

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How do you handle objections from potential clients?

Addressing objections is critical in sales. When asked this question, share specific techniques you use, such as empathetic listening, clarifying concerns, and providing tailored solutions. It's beneficial to share a concrete example where you turned an objection into an opportunity.

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Can you describe your experience with prospecting new clients?

Discuss your strategies for prospecting, whether through cold calling, networking, or leveraging social media. Highlight specific tools you’ve used and the outcomes of your efforts to demonstrate your ability to build a pipeline and close deals effectively.

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How do you prioritize your leads?

Here, focus on your lead scoring criteria including factors like industry, size, and urgency of the need. Explain how this helps you focus your efforts on leads that are more likely to convert, maximizing your efficiency in managing your sales pipeline.

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What steps do you take to prepare for a sales presentation?

Preparation is key. Discuss your research process about the client’s business and needs, how you tailor your presentation materials to speak directly to those needs, and how you practice to ensure you communicate clearly and confidently.

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How do you stay motivated during challenging sales periods?

Staying motivated is crucial. Talk about techniques you employ, such as setting small, achievable goals, tracking progress, and leaning on your team for support. Sharing personal stories about resilience will resonate with interviewers.

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Describe a successful sales negotiation you conducted.

An effective answer should highlight your negotiation strategy, how you overcame hurdles, and the final win-win outcome. Emphasize your communication skills and approach to finding common ground between your interests and the client's needs.

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What CRM tools have you used in your sales processes?

Be specific about the CRM tools you're familiar with, such as Salesforce, and how they have aided your sales processes. Discuss how you utilize these tools for tracking activities, managing leads, and analyzing your sales performance to drive results.

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How do you ensure customer satisfaction post-sale?

Addressing post-sale satisfaction is vital. Discuss your follow-up process, methods for gathering customer feedback, and how you communicate with the customer to ensure they're making the most of the product or service you’ve sold them.

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Why are you interested in working at Rewind as an Account Executive?

This is your chance to reflect your research about Rewind's culture, mission, and the role itself. Talk about your alignment with their values, your passion for the industry, and how you see yourself contributing to their success while growing in your career.

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Since 2015, Rewind has been on a mission to help businesses protect their SaaS and cloud data. Over 100,000 customers in more than 100 countries have trusted Rewind's top-reviewed apps and support to ensure their software-as-a-service applications...

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Full-time, hybrid
DATE POSTED
March 23, 2025

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