OverviewSince we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. We enable anyone to take payments and never miss a sale, while helping sellers navigate disparate, outmoded products and tools that don’t work together. We expanded into software, building integrated, omnichannel solutions that allow sellers to sell online, manage inventory, offer buy now pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. We embed financial services tools at the point of sale so merchants can access a business loan and manage their cash flow in one place. We empower sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale. Today we partner with sellers of all sizes—from large, enterprise‑scale businesses to those just starting—to help them grow through our industry‑leading software and hardware.The RoleSquare is building a best‑in‑class, high‑impact field sales organization and we are looking for an exceptional Territory Account Executive. The role is field‑driven, execution‑focused, and designed for individuals who thrive in dynamic, demanding environments. You will spend most of your week in the market, meeting businesses, delivering live demos, and closing deals with confidence.ResponsibilitiesLead your market with disciplined, in‑person executionSpend ~80% of your week in the field—walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.Run a full‑cycle, self‑sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square’s full product suite.Establish yourself as the go‑to Square expert in your cityBuild strong, trust‑based relationships with local sellers by being present, reliable, and value‑driven.Partner cross‑functionally to ensure a seamless onboarding experience and fast time‑to‑value for new sellers.Implement a disciplined referral strategy to turn every new customer into future opportunities.Build a high‑velocity pipeline from the ground upDevelop a repeatable top‑of‑funnel engine through door‑to‑door outreach, community engagement, events, networking,



and targeted partnerships.Work with channel partners to generate a consistent, high‑quality referral stream that grows over time.Master your verticals and sell with precisionBuild deep expertise in key verticals—restaurants, retail, and services—to diagnose challenges and position the right Square solutions.Sell consultatively and competitively, staying proactive and strategic throughout the sales cycle.Achieve exceptional results in a high‑accountability environmentMaintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.Measure performance frequently and improve continuously.Consistently exceed quota within a culture where high standards are the norm.You have:3+ years of sales experience in a full‑cycle closing role with field sales experienceExperience exceeding sales targets, selling a diverse ecosystem of products, and closing complex dealsAbility to drive deals independently in a fast‑paced, dynamic environmentBusiness development experience (e.G., hunting and cold calling)Since this is a field position, you must have reliable transportation and live in the market you are servingA team-oriented and team‑player mentalityPrior Salesforce experience or equivalentEven better:2+ years of payment processing OR related technology (i.E., payroll, loyalty, time management)1+ year of relevant audience experience (experience working in/selling to restaurants, retailers, or services‑based businesses)Application GuidelinesCandidates may submit up to 9 active applications within a 60‑day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.Pay TransparencyBlock takes a market‑based approach to pay. Pay may vary depending on your location. U.S.



locations are categorized into one of four zones based on a cost of labor index for that geographic area. 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: $159,900 – $239,900Zone B: $159,900 – $239,900Canada locations are categorized into one of two zones. 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: $95,938 CAD – $143,937 CADZone B: $95,938 CAD – $143,937 CADEqual Opportunity EmployerWe’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. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations throughout the recruitment process. If you require an accommodation, let your recruiter know. Want to learn more about what we’re doing to build an inclusive workplace? Check out our Inclusion & Diversity page.Use of AI in Our Hiring ProcessWe may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws. Contact us here with hiring practice or data usage questions.BenefitsEvery 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, adaptable time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.#J-18808-Ljbffr

📌 Territory Account Executive (Partner Channel) (Winnipeg)
🏢 Square
📍 Winnipeg