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Mid-Market Account Executive

6 hours ago


Toronto, Canada Sales Talent Agency Full time

A recognized leader in SaaS workforce management, this organization helps thousands of global businesses optimize mobile workforce costs, streamline operations, and improve efficiency. With more than 2,300 customers — including many Fortune 500 companies — they have been consistently recognized for innovation, company culture, and sustained growth. Backed by leading investors and named to multiple "Best Software" and innovation award lists, the company continues to expand rapidly. Why Join? The company finished 2025 with their biggest quarter and two biggest deals in company history Proven impact, with 92% of clients realizing ROI within 12 months High client retention (98.5%) and a reputation for delivering measurable value Competitive compensation with uncapped commission and full benefits from day one Strong investor backing from Thoma Bravo and Permira The Role As a Mid-Market Account Executive, you will lead the full sales cycle with mid-market prospects. This includes prospecting, consultative engagement with C-level decision-makers, presenting tailored solutions, and closing consultative SaaS deals. You will work closely with internal teams while maintaining responsibility for building and managing your territory. Requirements 2+ years of SaaS sales experience with mid-market clients; at least 1 year of successful closing experience Demonstrated success exceeding quotas with deal cycles of 2-4 months and $30K contracts Experience selling into CFOs, CHROs, or other executive stakeholders Strong prospecting, negotiation, and communication skills Familiarity with Salesforce and enterprise sales methodologies (e.g., MEDDICC) Ability to travel once per quarter throughout Eastern and Central time zones The Offering On-Target Earnings: $180,000 (uncapped) Comprehensive benefits package, including medical/dental/vision coverage from day one, open PTO, 401K, and family support programs Remote work model with generous budget for setting up your space Interested candidates, please note: Our team checks for new applicants every day and while we would love to be able to engage with each of you personally, given the high volume of applicants we receive, we are only able to contact candidates who are best suited for this role. Want to stay in the loop? We regularly share our open roles, tips for job seekers, and go-to-market-focused insights on our LinkedIn page. You can follow us here. #J-18808-Ljbffr