Block builds simple, powerful tools that make progress towards an economy that’s truly open to all.
SMB Account Executive - Canada
Location
Canada
Posted
6 days ago
Salary
0
Seniority
Junior
Job Description
SMB Account Executive - Canada
Block
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn't work together. So we expanded into software and started building integrated, omnichannel solutions - to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we've embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale. Today, we are a partner to sellers of all sizes - large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We're building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same. The Role At Square, we're re-imagining how small and midsize businesses grow. As an SMB Account Executive, you'll convert high-quality inbound leads into long-term customers - while also sourcing your own opportunities to keep your pipeline full. You'll be at the heart of our growth engine: fast-paced, metrics-obsessed, and built for people who hold themselves to a higher bar than anyone else will. This is a role for people who don't wait for direction, don't make excuses, and don't settle for "good enough". If you're a closer who thrives on momentum, loves solving problems for real businesses, and wants to work hard in a high-energy environment where effort translates directly into success - this is your role. Square offers the opportunity to operate in a fast-paced outbound environment where your outreach brings Square's tools to more sellers - and your success becomes part of our mission to level the playing field for entrepreneurs. We move fast, learn continuously, and reward grit and results by offering uncapped earning potential. You Will - Own the full sales cycle - from first conversation to close - with SMB merchants across a variety of industries. - Engage and convert a steady flow of warm inbound leads from marketing, partnerships, and product interest. - Generate a meaningful portion of your pipeline through outbound. You relentlessly build your pipeline through outbound prospecting - you don't rely on inbound, you outwork it. You know how to identify new opportunities, craft personalized outreach, and create demand where none existed. - Operate with urgency across every stage - - you manage time and priorities effectively in a high-volume environment. You move fast, and don't let deals stall. - Understand customer pain points and deliver value-based, consultative solutions that drive measurable impact. You diagnose real business problems and take ownership of solving them. - Collaborate across teams (Onboarding, Product, Marketing, and Support) to ensure a seamless customer experience and continuous feedback loop. - Track and forecast your pipeline accurately in Salesforce - you're data-driven and use metrics to improve performance. - Consistently hit and exceed monthly and quarterly revenue goals. - Raise your own bar every quarter - improving conversion rates, deal size, and activity without being asked. - Turn Obstacles into momentum - when deals get hard, you get sharper. You Have - 1-2 years of inside sales or full-cycle closing experience, ideally in a fast-paced SaaS, payments, or SMB-focused environment. - Proven ability to exceed quota and close business in a high-volume, short-cycle motion. - Strong phone, video, and written communication skills - you build trust fast and move deals forward decisively. - A true hunter mentality - A hunter's mindset focused on disciplined outbound outreach, allowing you to build and accelerate pipeline independent of inbound demand - Curiosity and empathy: you dig into the customer's business, uncover real needs, and position the right solution with confidence. - Ability to thrive in ambiguity - you're self-motivated, coachable, and hungry to grow. - CRM fluency (Salesforce or similar) and a data-driven approach to activity management. - High standards for yourself and your team - - you celebrate wins together, share what works, and raise the bar for those around you. - Ability to sell in French and English Block takes a market-based approach to pay, and pay may vary depending on your location. Canada locations are categorized into one of two 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. OTE for this role is: $86,000 - $129,000 CAD Application Guidelines Candidates 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. Use of AI in Our Hiring Process We 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. 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, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block. Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we're helping build a financial system that is open to everyone.
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LobLob was founded in 2013 by technical co-founders with a vision to connect the world one mailbox at a time. We're transforming the way businesses use direct mail and bringing the power of technology to a traditionally manual channel. Our modern logistics and fulfillment engine helps businesses to build and scale high-quality, personalized direct mail programs without the operational burden. As we grow to meet the evolving needs of our customers and expand our product offerings, we're building a team to shape the future of direct mail.
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Lob was founded in 2013 by technical co-founders with a vision to connect the world one mailbox at a time. Today, we're transforming the way businesses use direct mail and bringing the power of technology to a traditionally manual channel. Our modern logistics and fulfillment engine helps businesses to build and scale high-quality, personalized direct mail programs without the operational burden. As we grow to meet the evolving needs of our customers and expand our product offerings, we’re building a team to shape the future of direct mail. SMB Account Executive As an SMB/Mid-Market Account Executive at Lob, you'll join a sales team that's on a strong growth trajectory—and help shape our plans for 2027 and beyond. You'll drive growth by building relationships with companies across industries that rely on direct mail. Lob's platform and Print Delivery Network (PDN) replace traditional print vendors, letting organizations send direct mail at scale through a modern API. 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As the SMB Account Executive, you’ll… - Own the Full Sales Cycle: Actively identify and pursue target accounts sending direct mail across the SMB/Mid-Market segment. - Drive Pipeline Growth: Craft compelling outbound messaging to build a strong, sustainable pipeline. - Engage Executive Stakeholders: Leverage a consultative sales approach and develop/nurture relationships with executive decision-makers and key stakeholders within your accounts. - Respond to Opportunities: Lead or support responses to RFPs and RFIs when applicable. - Cross-Functional Collaboration: Partner closely with teams across Marketing, Account Management, Sales Enablement, Sales Engineering, Product, and Engineering to ensure alignment and execution. - Become a Trusted Advisor: Build deep expertise in Lob’s value proposition, product capabilities, and the broader direct mail ecosystem—establishing yourself as a thought leader for customers and prospects. - Lead Technical Discovery: In partnership with a Solutions Engineer, deliver tailored, value-based product demonstrations aligned with each customer’s specific needs and use cases. - Problem-Solve Creatively: Approach customer challenges with curiosity and creativity—meeting them where they are today while guiding them toward scalable, future-forward direct mail strategies. - What will you bring to this role… - Proven Sales Success: 3+ years of B2B SaaS closing experience, with a track record of consistently meeting or exceeding quota. - Strategic Account Planning: Ability to research, develop, and execute account strategies across Mid-Market segments, ideally leveraging the MEDDICC sales methodology. - Consultative, Value-Based Selling: Experience with a consultative and value-based selling approach, focused on solving business challenges and driving ROI—rather than leading with features. - Strong Communication & Presentation Skills: Skilled at delivering compelling presentations and facilitating executive-level conversations in both remote and in-person settings. - Cross-Functional Collaboration: Experience working effectively with Solutions Engineering, Account Management, Partnerships, and other go-to-market teams to drive customer success. - Travel Readiness: Willingness to travel periodically (10–15%) for customer meetings, conferences, and internal team events. 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Veradigm®Driving value through its unique combination of platforms, data, expertise, connectivity, and scale.
• Responsible across multiple clients, including strategic clients with larger volumes • Proactively manages and directs client communications and RCMS service interactions • Regularly cultivates and fosters positive client relationships, most typically with client executives • Manages client expectations based on Service Level Agreement and effective decision making • Works collaboratively with various departments within RCMS and Allscripts to resolve client concerns • Provides significant analysis expertise, trending and problem resolution • Provides high-level oversight on key billing/collection statistics across multiple clients • Participates in Sales Cycle demos and/or walkthroughs • Acts as a subject matter expert • Supports AVP role on business-related matters



