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. 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. 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. 5+ 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. ~ A hunter’s mindset — resilient, creative, and driven to win. ~ Advanced proficiency with Salesforce and modern sales tools. ~ 193,440




- $290,160 CAD We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Block takes a market‑based approach to pay, and pay may vary depending on your location. The successful candidate’s starting pay will be determined based on job‑related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future. Zone A: : $116,064 CAD
- $174,096 CAD Zone B: : $116,064 CAD
- $174,096 CAD ~ Every benefit

we offer
is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, versatile time off, retirement savings plans, and modern family planning are just some of our offering. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. Together, we’re helping build a financial system that is open to everyone. #

📌 Senior Account Executive, Mid-Market (Vancouver)
🏢 Square
📍 Vancouver