Job description

About the Company

Square was founded in 2009 with a mission to simplify commerce for sellers. Over time, the company expanded from payment acceptance into a connected ecosystem of software and financial services that helps businesses run more efficiently and grow with confidence. Its offerings support selling across channels, inventory management, appointments, buy now pay later, staffing, lending, and cash flow management. Through Afterpay and other tools, Square aims to help merchants reach modern shoppers, increase order value, and compete at scale.

Square serves a wide range of businesses, from enterprises with complex operations to new sellers and long-time merchants who grew with the platform. The company continues to build solutions that support growth for sellers around the world.

Role Overview

The Inside Sales Account Executive role is focused on helping small and midsize businesses grow by turning qualified inbound interest into long-term customers, while also creating new opportunities through outbound prospecting. This is a fast-moving, performance-driven sales role for someone who is self-directed, resilient, and motivated by results. You will work in a high-energy environment where strong effort, smart execution, and consistent output are directly tied to success.

The position suits a strong closer who enjoys solving real business problems, working with urgency, and competing against ambitious targets. It offers an environment where outbound activity, pipeline ownership, and measurable performance are central to the job, along with uncapped earning potential.

Key Responsibilities

Manage the entire sales journey from initial contact through to closed business for SMB merchants across multiple industries.
Respond to and convert warm inbound leads generated through marketing, partnerships, and product interest.
Create a significant share of pipeline through outbound prospecting, including targeted outreach and demand generation.
Work quickly through each stage of the sales process and keep opportunities moving without unnecessary delay.
Identify customer challenges and recommend consultative solutions that create clear business value.
Partner with teams such as Onboarding, Product, Marketing, and Support to deliver a smooth customer experience and share feedback.
Maintain accurate pipeline records and forecasts in Salesforce using a metrics-based approach.
Consistently achieve and surpass monthly and quarterly revenue targets.
Continuously improve conversion, deal size, and activity levels without waiting for direction.
Stay persistent when opportunities become complex and use challenges to sharpen your approach.

Requirements

1 to 2 years of experience in inside sales or full-cycle closing, preferably in SaaS, payments, or SMB-focused environments.
Demonstrated success in exceeding quota and closing business in a high-volume, short-sales-cycle setting.
Strong communication skills across phone, video, and written channels.
Proven outbound mindset with the discipline to generate pipeline independently.
Ability to understand customer needs deeply and position solutions with confidence and empathy.
Comfort working in ambiguity, with a self-driven, coachable, and growth-oriented mindset.
Experience using Salesforce or a similar CRM, along with a data-driven approach to activity management.
High standards for personal performance and a collaborative attitude toward team success.

Compensation

The role offers an on-target earnings range of USD 86,000 to USD 129,000. The starting pay is influenced by relevant skills, experience, qualifications, work location, and market conditions. The listed amount includes target variable compensation.

Additional Information

Block is committed to building a more inclusive economy and an equitable workplace. The company evaluates applicants without discrimination based on identity or other legally protected characteristics. Candidates with arrest or conviction records may be considered in line with applicable laws and fair chance requirements. Reasonable accommodations are available during the hiring process for disabled applicants, and candidates can confidentially request support through their recruiter.

The company may also consider applicants with criminal histories on an individualized basis and provides an inclusive interview process with accommodations available upon request.

Application Guidelines

Candidates may have up to 9 active applications within any 60-day period. If a previous application for the same role has already been reviewed, reapplication is allowed after 90 days.

Use of AI in Hiring

Automated AI tools may be used to support application review for efficiency and consistency. These tools are intended to follow local regulations, including bias audits, and personal data is handled in accordance with applicable privacy laws.

Benefits

Benefits mentioned include remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning support. Additional benefits are available through the company’s broader offerings.

About Block

Block, Inc. builds technology that expands access to the global economy through its brands. Square supports commerce and financial services for sellers, Cash App helps people spend, send, and store money, Afterpay changes how customers manage spending over time, TIDAL supports artists as entrepreneurs, Bitkey is a self-custody bitcoin wallet, and Proto offers bitcoin mining products and services.

Inside Sales Account Executive - Canada