Mid-Market Account Executive

Get AI-powered advice on this job and more exclusive features. 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). Thriving at Rewind Team‑First Mentality: We put teamwork at the core of everything we do. Performance‑Driven Mindset: We are proactive, goal‑oriented, and focused on delivering tangible, high‑quality results. Flexible Work‑Life Approach: We encourage balance and understand the need to recharge. Customer Centricity: Our commitment to customers shapes everything we do. Taking Initiative: We value ownership and proactive problem‑solving. We Make Time for Fun: We work hard and make time to enjoy the journey. 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 DevOps 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, GitHub, monday.com), 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. 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 discovery and closing skills, with a naturally curious approach to customer needs. A growth mindset and creative approach to pipeline generation. Comfort operating in fast‑changing, high‑velocity sales environments. Nice to Have Experience selling to DevOps, IT, or engineering teams. Familiarity with SaaS ecosystems such as Atlassian, GitHub, or monday.com. Experience in or exposure to data protection, backup, or security products. Location and Working Hours This is a hybrid role based in Toronto, with flexibility to work from home several days per week. Occasional travel for customer meetings or industry events will be required. Why Join Rewind Rewind is built on trust, accountability, and respect for people’s time. We’re customer‑obsessed, constantly innovating, and comfortable challenging the status quo. Here, you’ll be encouraged to think differently, push boundaries, and make a meaningful impact. We also give back—to our customers, our teammates, and our communities. 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: 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 $5,000/year professional development allowance $1,000/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. Seniority Level Mid‑Senior level Employment Type Full‑time Job Function Sales and Business Development Industries Software Development #J-18808-Ljbffr