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$125,925–$138,518/yr
Canada

  • Bring the Internet of Things to mid-sized customers, managing POCs, multiple stakeholders, and multi-faceted pricing negotiations.
  • Build genuine relationships with customers in industries like agriculture, construction, and transportation that rely on pen-and-paper solutions.
  • Consistently prospect and research to expand your pipeline, with a focus on high-volume cold calling and quota achievement.

Sales Prospecting Cold Calling Negotiation

20 jobs similar to Mid-Market Account Executive - Canada

Jobs ranked by similarity.

$102,565–$112,822/yr
Canada

  • Own customer engagements end-to-end, from prospecting to close, targeting accounts with 11-30 vehicles.
  • Generate pipeline through strategic outbound prospecting and handle high-volume transactional sales processes.
  • Champion Samsara's cultural principles as you build for the long term and win as a team.

Samsara is the pioneer of the Connected Operations Cloud, helping organizations harness IoT data to improve safety and efficiency. As a recently public company with a high-performance culture, they serve industries representing over 40% of global GDP.

$292,512–$292,512/yr
Canada

  • Own customer engagements end-to-end, from prospecting and qualification to trial and close.
  • Generate pipeline through strategic outbound prospecting and receive leads from the account development team.
  • Leverage Samsara's leadership and teams to close large complex opportunities with Eastern Canada's largest operational customers.

Samsara (NYSE: IOT) is the pioneer of the Connected Operations Cloud, a platform that enables organizations to harness IoT data for actionable insights. As a recently public company with a high-growth culture, Samsara is focused on digitally transforming physical operations across agriculture, construction, transportation, and more.

$145,197–$187,902/yr
Canada

  • Coach a team of ~8 account executives on sales strategy and pipeline reviews to achieve quarterly targets.
  • Hire new account executives and provide onboarding and ongoing coaching.
  • Work cross-functionally to strategically solve problems and champion Samsara's cultural principles.

Samsara is a pioneer of the Connected Operations Cloud, helping organizations harness IoT data to improve safety, efficiency, and sustainability. As a recently public company, it fosters a high-performance culture and focuses on long-term growth and inclusion.

Canada

  • Log into the national sales queue and actively prospect for new business.
  • Engage inbound sales leads and update sales activities in the CRM.
  • Manage pipeline in various sales stages and attain monthly sales targets.

Daniels Health & Sharpsmart creates sharps containment systems to improve healthcare safety, starting from a mission to reduce needlestick injuries. The company has a culture that values equity, inclusion, and belonging, with a hybrid and flexible work environment.

Canada

  • Hunt and close deals by building your own pipeline and delivering demos that resonate with operators.
  • Become a logistics expert and turn operational pain into clear 'aha' moments.
  • Shape product and sales strategy by sharing field feedback directly with the founder and product team.

DataDocks builds simple, fast dock scheduling software for warehouse teams still using spreadsheets and manual coordination. They are a small, bootstrapped team that values speed, ownership, and direct customer feedback, growing without outside funding.

$142,000–$197,000/yr
US

  • Own the full sales cycle from prospecting to closing for companies with 50-174 trucks.
  • Drive new business logos while exceeding monthly revenue quotas through outbound lead generation.
  • Collaborate cross-functionally with Sales Development, Sales Engineering, and Customer Success teams.

Motive empowers people who run physical operations with tools to make work safer, more productive, and profitable. They serve nearly 100,000 customers across industries like transportation and logistics, fostering a diverse and inclusive workplace.

$120,000–$140,000/yr
US

  • Own new business in the US Mid-Market segment (companies below 5,000 employees)
  • Manage the full sales cycle end-to-end, from first contact to close
  • Generate pipeline through outbound, inbound, and partner-sourced leads

Didomi provides privacy and consent infrastructure for enterprises, helping them comply with state-level laws. The company has expanded its US operations through acquisitions and serves customers like Accor, Yahoo, and Bloomberg, with a focus on revenue growth and a collaborative, equal-opportunity culture.

$70,000–$140,000/yr
North America Canada

  • Own the top of the funnel by running outbound calls to service business owners, qualifying leads, and handing them off to the closing team.
  • Build the outbound playbook, analyze your data to spot trends, and help scale the engine for 10x volume.
  • Work high-volume, phone-first, with real ownership of your pipeline and number from day one.

Wonderly builds an end-to-end AI business platform for service businesses like roofers, med spas, and law firms, replacing multiple tools with one integrated system. With backing from YC and Sam Altman, a $500M+ valuation, and hundreds of thousands of users, the company is fast-paced and intense, seeking top talent to drive AI revenue.

US Unlimited PTO

  • Drive the full sales cycle from cold outreach to signature, targeting $25k–$60k deals with a 90–150 day cycle.
  • Generate 70+% of your own pipeline through outbound prospecting and multi-threaded engagement with 3–5 stakeholders.
  • Maintain pipeline hygiene and provide market feedback to the Product team based on conversations with prospects.

Prokeep is an Order Engine on a mission to empower distributors to win by turning every customer interaction into an order opportunity. Trusted by 8,000+ distributor locations and 40,000+ users, the company is poised for rapid growth after securing a $25M Series A investment.

US

  • Drive new business sales revenue from software licenses within Mid-Market clients (1,000 to 5,000 employees) in the Ohio area.
  • Develop and execute territory plans, prospect customers, and lead product demonstrations to close deals.
  • Build executive-level relationships, manage account growth, and partner with marketing and support teams to achieve quotas.

ServiceNow provides an AI control tower platform for business reinvention, helping 85% of the Fortune 500 work smarter and faster. The company is building an AI-native culture where technology and talent work together.

Americas

  • Support execution of territory plans to win new mid-market and enterprise logos and expand existing accounts across the Americas.
  • Manage the full sales cycle from discovery to closing while collaborating with Climate Experience and Marketing teams.
  • Stay current on climate regulation and ESG trends to serve as a trusted advisor to enterprise clients.

SINAI Technologies helps companies decarbonize confidently with an AI-driven platform that aligns climate action with financial performance. The company supports global leaders across industries and fosters a collaborative, remote-first culture with direct exposure to executive leadership.

$78,000–$108,000/yr
US

  • Drive SMB sales success by cultivating a robust pipeline of new business opportunities within a designated territory.
  • Lead the charge in closing deals to meet and exceed targets while collaborating seamlessly with internal teams.
  • Showcase cutting-edge iPaaS, API, and EDI solutions through compelling presentations and demos.

Jitterbit provides an AI-infused low-code platform for integration, orchestration, automation, and app development. They are a growing leader in the iPaaS space with a mission-driven, flexible remote-friendly culture.

US 4w PTO 16w maternity 4w paternity

  • Own a portfolio of Mid-Market accounts with responsibility for retention, expansion, and net revenue growth.
  • Develop and execute strategic account plans to identify growth opportunities and build multi-threaded relationships.
  • Drive expansion through proactive upsell, cross-sell, and product adoption initiatives while achieving NRR objectives.

Fleetio is a modern software platform that helps organizations worldwide manage their fleet operations. They raised $450M in Series D funding in 2025 and are a proud founding member of the Rails Foundation, with a growing team in a high-growth, fast-paced environment.

Americas 4w PTO

  • Own and manage an assigned Mid-Market territory and account portfolio, driving new business and expansion revenue.
  • Build strong customer relationships and conduct discovery conversations to understand business challenges and goals.
  • Collaborate with cross-functional teams and maintain accurate forecasting and pipeline management.

Minitab helps organizations transform operational data into meaningful business outcomes through analytics solutions. With over 50 years of experience and a globally respected brand, the company serves customers across industries to improve quality, reduce waste, and make data-driven decisions.

North America

  • Identify, research, and prioritize target accounts across the NAMER market.
  • Execute outbound outreach through email, LinkedIn, calls, and events to generate qualified opportunities.
  • Build and manage a healthy pipeline aligned with growth targets.

Remote People builds a workforce management platform that enables businesses to hire talent globally while handling compliance, payroll, and HR admin. They are a growing, international company committed to diversity and a remote-first culture.

EMEA

  • Drive incremental revenue growth through proactive engagement with existing customers and targeted prospecting into coverage gaps.
  • Own and progress a pipeline of in-quarter opportunities from qualification through close.
  • Lead discovery calls to uncover incremental use cases, add-ons, and whitespace within existing customers.

Blue Yonder is a world leader in digital supply chain and omni-channel commerce fulfillment. With over 400 patents and 10,000 person-years of domain expertise, the company has been named 'Best Place to Work' by Glassdoor.

$116,000–$187,000/yr
US

  • Qualify and convert inbound leads at a rapid pace while prospecting into target accounts.
  • Articulate and sell the value of LaunchDarkly’s platform subscriptions and usage-based pricing model.
  • Customize and deliver demos with the Solutions Engineering team and run proof of concepts for prospects.

LaunchDarkly is a feature management platform that helps developers innovate faster and reduce risk in software delivery. The company is an equal opportunity employer that values diversity and collaboration, building a team that is humble, open, and respectful.

$52,875–$88,000/yr
US Unlimited PTO

  • Manage the full sales cycle from lead qualification to deal closure for assigned prospects and customers.
  • Conduct discovery calls, product demos, and needs assessments to understand customer requirements.
  • Collaborate with cross-functional teams including marketing and product to align sales strategies with Tekion's value proposition.

Tekion is disrupting the automotive industry with the first cloud-native platform connecting OEMs, retailers, and consumers. The company employs close to 3,000 people across North America, Asia, and Europe, fostering a dynamic and collaborative culture.

Canada Unlimited PTO

  • Strategically map and penetrate target enterprise accounts to build qualified pipeline.
  • Execute multi-channel outbound campaigns including cold calling, personalized emails, and digital networking.
  • Partner with an Enterprise Account Executive to drive account-based pipeline growth and represent the company at events.

Security Compass helps organizations build secure software by integrating security into development workflows. They are a remote-first company with a head office in Toronto, fostering a culture of trust, innovation, and growth.

Global

  • Own the full sales cycle from prospecting through negotiation and close for multi-location auto repair groups and independent shops.
  • Develop creative outreach strategies, surface pain points, and collaborate with Product and Operations to improve sales velocity.
  • Build a healthy pipeline through active prospecting, referrals, and community representation at roadshows.

Tekmetric provides an all-in-one cloud platform for auto repair shops, integrating operations, payments, and customer engagement. Founded in 2017 in Houston, it has grown from a single shop's vision to an industry-leading solution, fostering a culture of transparency, innovation, and a service-first mindset.