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Mid-Market Account Executive; DevOps

Job in Thompson, Manitoba, R8N, Canada
Listing for: Rewind
Full Time position
Listed on 2026-02-20
Job specializations:
  • Sales
    SaaS Sales, Sales Manager
  • IT/Tech
    SaaS Sales
Job Description & How to Apply Below
Position: Mid-Market Account Executive (DevOps)

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, Git Hub, 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, . 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 Mid‑Market Account Executive to join our growing Sales team. In this role, you’ll own the full sales cycle—from discovery through to close—primarily selling to Dev Ops and IT leaders within the office of the CTO, CIO and CISO.

This role combines inbound and outbound sales. You’ll benefit from a strong pipeline of opportunities generated through free trials via our SaaS marketplace listings (Atlassian, Git Hub, ), our BDR team and a strong Solution Partner program. Supplementing these leads through your own opportunity creation through targeted prospecting and relationship development will be key. With major cloud migration shifts (Atlassian Data Center End of Life) recently announced, you’ll be well‑positioned to capture a massive market opportunity, as some of the largest companies in the world transition their business‑critical applications to the cloud, ultimately, requiring the protection that Rewind provides.

What

you’ll do

Sales process management

  • Own the entire sales process for mid‑market accounts—from discovery to close, including infosec and legal reviews.
  • Collaborate with Sales Engineering to deliver impactful demos, guided trials & POCs.
  • Keep opportunities updated daily in Salesforce for visibility and forecasting accuracy. AI use is encouraged!

New business generation

  • Drive net new revenue by closing new mid‑market customers.
  • Work closely with our Business Development team to strategize and deploy creative outbound prospecting strategies to generate pipeline from net‑new target accounts.
  • Build relationships, with the support of our Partnerships team, within top solutions partners to identify and generate interest from new prospects.

Market engagement & feedback

  • Support the Product team with feedback from prospects to help shape product direction.
  • Share learnings with the broader Sales team to improve our collective approach.
  • Attend industry events and meet with customers on‑site as needed.
What you’ll bring
  • 3–5 years of B2B SaaS closing experience with consistent quota achievement.
  • Proven success managing full‑cycle sales with mid‑market customers.
  • Strong…
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