Since our beginnings in 2009, the world of commerce has changed enormously. Square has too. After enabling everyone to collect payments and never miss a sale, we noticed that merchants were being slowed down by disparate and outdated products and tools that do not work harmoniously together.

We therefore set out to develop software and created integrated, omnichannel solutions to help merchants sell online, manage their inventory, offer the "Buy now, pay later" feature, schedule appointments, build customer loyalty, and hire and pay their employees. Along the way, we integrated financial services tools into the point-of-sale system so that merchants can access a business loan and manage their cash flow in one place. Afterpay contributes to our goal of providing omnichannel tools that generate significant value and growth, enabling merchants to attract the next generation of buyers, increase order volume, and be competitive at greater scale.

Today, we are the partner of businesses of all sizes, from large enterprises with complex operations to new sellers, as well as merchants who started selling with Square and have grown over time. Our solutions evolve at the same pace as our merchants. An incredible opportunity lies ahead of us. We are building a significant, meaningful and lasting company, and we are helping merchants around the world do the same

The role

At Square, we are reinventing the way small and medium-sized businesses grow. As an SMB Account Executive, you will convert high-quality interested leads into long-term customers, while also seeking your own opportunities so that your pipeline never runs dry. You will be at the heart of our growth engine: fast, metrics-driven, and designed for people who set goals higher than the norm. This is the ideal role for people who don't wait to be told what to do, who don't look for excuses, and who demand excellence.

If you can close sales by seizing the opportunities that come your way, if you enjoy solving real problems for businesses, and if you want to work hard in a dynamic environment where effort is directly rewarded with success, this role is for you.

Square offers the opportunity to work in a dynamic outbound prospecting environment, where your outreach allows you to offer Square's tools to a greater number of sellers, and where your success contributes to our mission of offering fair terms to entrepreneurs. We act quickly, we learn continuously, and we reward courage and results by offering unlimited earning potential

Your responsibilities

Manage the entire sales cycle, from the first contact to contract signing, with SMB merchants across various industries.
Engage and convert a steady flow of interested leads coming from marketing, partnerships, or inbound interest in our products.
Generate a significant share of your pipeline through prospecting. You relentlessly build your pipeline through prospecting: you don't rely on inbound requests, you take the initiative. You know how to identify new opportunities, develop a personalized approach, and create demand where there was none.
Act with diligence at every stage: you manage time and priorities effectively in a high-volume environment. You act quickly and don't let opportunities stall.
Understand customers' challenges and propose value-based consultative solutions that have measurable impact. You diagnose the real problems facing the business and take ownership of solving them.
Collaborate with teams (Integration, Product, Marketing and Support) to ensure a smooth customer experience and a continuous feedback loop.
Track and forecast your pipeline accurately in Salesforce: you rely on data and use metrics to improve your performance.
Consistently reach and exceed monthly and quarterly revenue targets.
Raise the bar every quarter: you improve conversion rates, contract value, and activity without being asked.
Bounce back from obstacles: when negotiations get difficult, you double your efforts.

You Have

1 to 2 years of experience in remote sales or full-cycle contract negotiation, ideally in a fast-paced SaaS, payments, or SMB-focused environment.
A proven ability to exceed quotas and close deals in a context of short sales cycles and high transaction volume.
Strong communication skills by phone, video, and in writing: you quickly build trust and move contracts forward decisively.
A true hunter mindset: a mindset focused on disciplined prospecting, which allows you to create and accelerate your pipeline regardless of inbound requests.
Curiosity and empathy: you take an interest in the client's business, uncover their real needs, and confidently propose the right solution.
An ability to thrive in ambiguity: you show motivation and have a thirst for learning and growth.
Proficiency with a CRM (Salesforce or equivalent) and a data-driven approach to managing activities.
High standards for yourself and your team: you celebrate wins together, share what works, and raise the bar for those around you.
The ability to sell in French and English.

Block takes a market-based approach to compensation, which may vary depending on work location. In Canada, sites are divided into two zones based on a labour cost index specific to each geographic area. The candidate's initial compensation will be determined based on their job-related skills, experience, qualifications, work location, and market conditions. These ranges are subject to change.

The total compensation 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.

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.

SMB Account Executive

You Have

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