Block
Senior Account Executive, Mid-Market - Canada
Toronto, Ontario, Canada · Senior
Sponsorship not specified$152k-$229kDetected 1 day ago
SalesforceSalesAccount ManagementBusiness DevelopmentCold OutreachPipeline ManagementNegotiationOutbound SalesForecastingCommunication
About the role
- At Square, we're re-imagining how mid-market businesses grow.
- You'll run sophisticated, multi-product deals from the first touch to final close - blending hunter instincts, consultative depth, and strategic execution.
Responsibilities
- As a Senior Sales Account Executive on our Mid-Market Team, you'll bring Square's ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline.
- Own the full outbound sales cycle - from prospecting to negotiation to close - with mid-market merchants.
- Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies.
- Develop multi-product solutions across Square's ecosystem and tailor them to each merchant's unique needs.
- Partner with Business Development on lead flow while independently driving net-new logo acquisition.
- Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
- Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
- empowering you to do the best work of your career while building the life you want.
- Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy.
- Afterpay is transforming the way customers manage their spending over time.
Requirements
- Ability to work independently while contributing to a team-first environment.
- Advanced proficiency with Salesforce and modern sales tools.
- BA/BS degree or equivalent experience.
- Ability to sell in both French and English.
Nice to have
- Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder deals.
- Act as a consultant and trusted advisor - seamlessly flexing across BDR, AE, and AM responsibilities when needed.
- Consistently hit and exceed revenue goals - monthly and quarterly.
- 3+ years of full-cycle B2B sales experience with consistent quota achievement.
- Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred).
- Experience closing complex, multi-threaded deals with longer sales cycles.
Skills
- Exceptional communication, presentation, and negotiation skills across phone, video, and written channels.
- Strong consultative selling skills - diagnose business challenges and map tailored solutions.
Compensation
- $152,300 - $228,500 CAD
Benefits
- Check out our other benefits at Block.
- Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering.
This listing is sourced directly from Block's careers page and normalized into a canonical job model.