Since our beginnings in 2009, the world of commerce has changed enormously. Square has too. After enabling everyone to accept payments and never miss a sale, we noticed that merchants were being slowed down by disparate and outdated products and tools that did not work harmoniously together.
We therefore embarked on developing software and created integrated, omnichannel solutions to help merchants sell online, manage their inventory, offer the "Buy now, pay later" feature, schedule appointments, retain their customers, and hire and pay their employees. Through all of this, we have 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 sellers just starting out, as well as merchants who began selling with Square and have grown over time. Our solutions evolve at the same pace as our merchants. An incredible opportunity lies before us. We are building an important, meaningful and lasting company, and we are helping merchants around the world do the same.
The Role
At Square, we are reinventing the way mid-sized businesses grow. As a Senior Account Executive on our Mid-Market team, you will offer the Square ecosystem to new sellers across different industries. To do so, you will create, shape and drive your own pipeline to completion. You will manage complex, multi-product contracts, from first contact to signature, combining hunter instinct, consultative depth and strategic execution.
If you are an expert at closing sales, thrive in field prospecting environments, enjoy taking on large-scale sales challenges, and consistently achieve ambitious targets, this role is for you.
Your Responsibilities
- Manage the entire sales cycle, from prospecting through negotiation and closing deals, with mid-sized businesses.
- Build and manage a high-quality pipeline through cold prospecting, social selling, targeted campaigns and creative prospecting strategies
- Develop multi-product solutions encompassing the entire Square ecosystem and adapt them to the specific needs of each merchant.
- Collaborate with the business development team on lead flow while independently driving new customer acquisition.
- Uncover opportunities, deliver demonstrations and conduct high-impact negotiations with determination within multi-party contracts
- Act as a trusted consultant and advisor, seamlessly taking on business development, account executive and account manager responsibilities when needed.
- Collaborate cross-functionally with Product, Marketing, Implementation and Operations teams to deliver cohesive solutions.
- Maintain rigorous pipeline management and ensure forecast accuracy in Salesforce.
- Consistently meet and exceed revenue targets, on a monthly and quarterly basis
You Have
- At least 3 years of experience across the full B2B sales cycle, with consistent quota attainment.
- Proven prospecting results and creation of new sales opportunities (preferably in the SaaS or fintech sector).
- Experience closing complex contracts with long sales cycles, which require building relationships with multiple stakeholders.
- An ability to build a pipeline from scratch through targeted and strategic prospecting.
- Excellent communication, presentation and negotiation skills, whether by phone, video or in writing.
- Strong consultative selling skills: diagnosing business challenges and developing tailored solutions.
- Nerves of steel: you demonstrate resilience, creativity and determination.
- An ability to work independently while contributing to a collaborative environment.
- Advanced proficiency in Salesforce and modern sales tools.
- A bachelor's degree or equivalent experience.
- An ability to sell in French and English
Block takes a market-based approach to compensation, which may vary by work location. In Canada, sites are divided into two zones based on a labour cost index specific to each geographic area. The starting compensation of the selected candidate will be determined based on their job-related skills, experience, qualifications, work location and market conditions. These ranges are subject to change at a later date.
The total compensation for this role is:
$152,300 - $228,500 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.