Inside Sales Account Executive

  • Full-time

Company Description

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 through Afterpay, 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.

Job Description

Square Canada is looking for a high-energy, driven sales professional with sound business insight and strong sales instincts to join our sales team as an Inside-Sales Account Executive in Canada. Your entrepreneurial spirit and passion for problem-solving help you find opportunities for Square to help merchants grow. Your extraordinary communication skills help you connect with customers by email, phone, and through online meetings - quickly establishing trust and rapport.

A successful candidate will have experience driving cross-functional internal teams, be comfortable dealing with uncertainty in a fast-paced environment, and be able to put structure to nebulous problems. You are highly entrepreneurial and have the ability to thrive under minimal guidance. 

You will:

  • Achieve and exceed quarterly goals

  • Lead the charge in introducing Square to merchants in all verticals: retail, food and beverage, professional services, home & repair etc.

  • Oversee the sales cycle from prospect to close, maintain strong pipeline hygiene, and partner with other teams to ensure successful onboarding

  • Embrace change and view a shifting landscape as an opportunity to iterate, evolve and improve on your own process and skillset

  • Be an innovative, trusted advisor for both clients and internal partners

  • Successfully collaborate and maintain strong relationships with cross functional partners including SPS, Sales Eng, and Partnerships

  • Ensure product knowledge is up to date through attending all training and spending time learning the products through demo accounts and other resources 


You have:

  • 3+ years of experience in sales, business development, or a similar quota carrying client-facing role

  • A strong sales process, including clear sourcing strategies (AE/BDR), strong discovery, negotiation, closing skills, and pipeline management

  • Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals

  • Business development experience e.g. hunting and cold calling 

  • A collaborative and team player mentality

  • Salesforce experience

Additional Information

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.

Zone A: CAD $62,700
Zone B: CAD $60,400


To find a location’s zone designation, please refer to this resource.

We have listed some of our common hiring locations. Depending on the cost of labor in the relevant geographic area, state work locations that are approximately 50 Kilometers outside of the metro area listed may be aligned to a different zone. These zones may be modified in the future.  Please speak with a recruiter for additional information.



We want you to be well and thrive. Our global benefits package includes:

  • Healthcare coverage
  • Retirement Plans
  • Employee Stock Purchase Program
  • Wellness perks
  • Paid parental leave
  • Paid time off
  • Learning and Development resources

Block, Inc. (NYSE: SQ) is a global technology company with a focus on financial services. Made up of Square, Cash App, Spiral, TIDAL, and TBD, we build tools to help more people access the economy. Square helps sellers run and grow their businesses with its integrated ecosystem of commerce solutions, business software, and banking services. With Cash App, anyone can easily send, spend, or invest their money in stocks or Bitcoin. Spiral (formerly Square Crypto) builds and funds free, open-source Bitcoin projects. Artists use TIDAL to help them succeed as entrepreneurs and connect more deeply with fans. TBD is building an open developer platform to make it easier to access Bitcoin and other blockchain technologies without having to go through an institution.

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