Block builds simple, powerful tools that make progress towards an economy that’s truly open to all.
Senior Account Executive, Mid-Market
Location
Canada
Posted
23 hours ago
Salary
C$152.3K - C$228.5K / year
Seniority
Senior
Job Description
Senior Account Executive, Mid-Market
Block
Role Description At Square, we’re re-imagining how mid-market businesses grow. 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. You’ll run sophisticated, multi-product deals from the first touch to final close — blending hunter instincts, consultative depth, and strategic execution. If you’re an experienced closer who thrives in outbound environments, loves solving meaningful business challenges, and consistently delivers against ambitious targets — this is your role. - 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. - 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. - Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions. - Maintain disciplined pipeline management and forecasting accuracy in Salesforce. - Consistently hit and exceed revenue goals — monthly and quarterly. Qualifications - 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. - Ability to build pipeline from scratch using targeted, strategic outreach. - Exceptional communication, presentation, and negotiation skills across phone, video, and written channels. - Strong consultative selling skills — diagnose business challenges and map tailored solutions. - A hunter’s mindset — resilient, creative, and driven to win. - 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. Requirements - Block takes a market-based approach to pay, and pay may vary depending on your location. - OTE for this role is: $152,300 - $228,500 CAD. Benefits - Remote work. - Medical insurance. - Flexible time off. - Retirement savings plans. - Modern family planning.
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