Jobs in Canada

Sales Senior Specialist Supervisor in Canada

320 active opportunities Β· Updated October 2026

Explore current sales senior specialist supervisor jobs across Canada. Filter by work mode, employment type, experience, department, date posted and distance.

D
πŸ“ Quebec City, Quebec, CanadaΒ· Full-time
βœ“ High-confidence listing

From $100K/yr

Quick readStrong listing-quality and freshness signals

Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be focused on uncovering the pain points organizations face as they operate in or migrate to a cloud environment at scale as well as delivering the appropriate Datadog solution. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Prospect into large Fortune 1000 companies while running an efficient sales process Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts Develop a deep comprehension of customer's business Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI Handle existing customer expectations while expanding reach and depth into assigned territory Demonstrate resourcefulness when faced with challenges that defy easy solution Have intuitive sense of necessary steps to close business and gain customer validation Identify robust set of business drivers behind all opportunities Ensure high forecasting accuracy and consistency Who You Are: Someone with 3+ years closing experience (mix of field selling within mid-market or enterprise) Driven and have met/exceeded direct sales goals of 1M+ and operated with an average deal size of $100k+ Able to demonstrate methodology to prospect and build pipeline on your own Experienced in working for an innovative tech company (SaaS, IT infrastructure or similar preferred) Experienced in selling into large Fortune 1000 companies with the ability to win new logos Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs. Fluent

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πŸ“ BC, CanadaΒ· Full-timeΒ· Remote
βœ“ High-confidence listingCompany trend -90.3%

From C$151K/yr

Quick readStrong listing-quality and freshness signals

We're transforming the grocery industry At Instacart, we invite the world to share love through food because we believe everyone should have access to the food they love and more time to enjoy it together. Where others see a simple need for grocery delivery, we see exciting complexity and endless opportunity to serve the varied needs of our community. We work to deliver an essential service that customers rely on to get their groceries and household goods, while also offering safe and flexible earnings opportunities to Instacart Personal Shoppers. Instacart has become a lifeline for millions of people, and we’re building the team to help push our shopping cart forward. If you’re ready to do the best work of your life, come join our table. Instacart is a Flex First team There’s no one-size fits all approach to how we do our best work. Our employees have the flexibility to choose where they do their best workβ€”whether it’s from home, an office, or your favorite coffee shopβ€”while staying connected and building community through regular in-person events. Learn more about our flexible approach to where we work. Overview As the Enterprise Sales Manager, Caper you will own a portfolio of global enterprise retailers to strategically sell in Caper cart and deepen our in-store relationships. You will lead the end-to-end acquisition sales strategy, in close partnership with BD Retail and Connected Stores leadership, for your portfolio. In addition to your core sales responsibilities, you will collaborate internally with Product, Finance, Marketing, Legal, Ops, and Partnerships to refine acquisition strategies and build / tailor external-facing communications to achieve win-win outcomes for Caper and retailers. This is an individual contributor role with massive potential as the business grows. We are looking for candidates who are excited about Caper, smart cart technology, and the future of the in-store experience for customers! The Strategy & Planning team at Instac

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