Senior Account Executive, Mid-Market

The Senior Account Executive, Mid-Market at Square (Block) is a pivotal role within the Mid-Market Team, focusing on driving growth by introducing Square's comprehensive ecosystem to mid-market businesses across various industries. This position involves managing the entire outbound sales cycle, from prospecting to closing, and requires a blend of strategic execution, consultative selling, and a proactive approach to business development.

In this role, you will be responsible for building and managing a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies. You will develop tailored multi-product solutions across Square's ecosystem to meet each merchant's unique needs, conduct impactful discovery sessions, demos, and negotiations, and collaborate cross-functionally with teams such as Product, Marketing, Implementation, and Operations to deliver cohesive solutions.

The ideal candidate will have over five years of full-cycle B2B sales experience with a proven track record of consistent quota achievement. Experience in outbound prospecting and net-new business creation, particularly in SaaS or fintech, is preferred. Strong consultative selling skills, exceptional communication, presentation, and negotiation abilities, and advanced proficiency with Salesforce and modern sales tools are essential.

Compensation for this role includes an On-Target Earnings (OTE) range of $193,440 to $290,160 CAD, reflecting the value placed on the expertise and contributions of the Senior Account Executive.

Square (Block) is committed to fostering an inclusive economy and workplace, offering equal access to opportunities for all employees and applicants. The company values diversity and strives to create a fair and inclusive environment, providing reasonable accommodations to disabled applicants throughout the recruitment process.