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Senior Account Executive, Mid-Market
Toronto, Ontario, Canada +1 · Remote · Senior · Full-time · Posted Sep 23, 2026
- Location
- Toronto, Ontario, Canada
CA - ON - Toronto - Remote - Experience
- 5+ years of full-cycle B2B sales experience.
- Education
- BA/BS degree or equivalent experience.
About the job
Owns outbound sales from prospecting through close, selling tailored, multi-product Square solutions to mid-market merchants.
What you'll do
- Build and manage an outbound pipeline and acquire net-new merchant customers.
- Lead discovery, demonstrations, negotiations, and complex multi-stakeholder sales through close.
- Manage forecasting in Salesforce and collaborate across teams to deliver solutions and meet revenue goals.
What they ask for
- 5+ years of full-cycle B2B sales experience with consistent quota achievement.
- Proven outbound prospecting and net-new business creation; experience closing complex, multi-threaded deals.
- Advanced proficiency with Salesforce and modern sales tools.
- BA/BS degree or equivalent experience.
Nice to have
- SaaS or fintech sales experience.
Pay
$193,440 - $290,160 CAD (OTE); $116,064 — $174,096 CAD (base salary, Zone A); $116,064 — $174,096 CAD (base salary, Zone B)
Tools
Salesforce
AI focus
The company may use automated AI tools to evaluate job applications for efficiency and consistency.
Model-written summary · the original posting is authoritative