Mid-Market Account Executive

CA - ON - Toronto - RemoteFull-timeCA$152k–CA$228k2026-11-04 → 2026-11-10

Core

Mid-market B2B sales role focused on building, shaping, and closing a pipeline of new sellers across diverse industries using Square's integrated omnichannel ecosystem.

Role type

Mid-market Account Executive (Outbound)

Builds

Square's ecosystem of software and financial services tools for mid-market merchants

Domain

Fintech / SaaS / Commerce

Required skills

Full-cycle B2B sales, outbound prospecting, net-new business creation, complex multi-threaded deal closing, consultative selling, pipeline management, Salesforce proficiency

Preferred skills

SaaS or fintech experience, multi-product solution development

Technologies

Salesforce

Responsibilities

Own the full outbound sales cycle from prospecting to close, build and manage pipeline via cold outreach and social selling, develop multi-product solutions tailored to merchant needs, conduct discovery and negotiations, collaborate cross-functionally, maintain pipeline forecasting, hit revenue goals

Seniority

Mid-level, quota-carrying IC

About Block

Block is one company built from many blocks, all united by the same purpose of economic empowerment. The blocks that form our foundational teams — People, Finance, Counsel, Hardware, Information Security, Platform Infrastructure Engineering, and more — provide support and guidance at the corporate level. They work across business groups and around the globe, spanning time zones and disciplines to develop inclusive People policies, forecast finances, give legal counsel, safeguard systems, nurture new initiatives, and more. Every challenge creates possibilities, and we need different perspective