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Mid-Market Account Executive

US - IL - Chicago Metro - Remote💼 Full-time💰 $129,600–$129,600🗓 2026-09-16 → 2026-09-26

Core

Senior Sales Account Executive driving outbound sales for Square's ecosystem to mid-market merchants, building pipelines and closing multi-product deals.

Role type

Senior IC Account Executive (Outbound)

Builds

Square's integrated omnichannel solutions (payments, inventory, BNPL, appointments, staff management) and embedded financial services

Domain

Fintech / SMB Commerce

Deliverable

product features

Required skills

Full-cycle sales closing, cold outreach, social selling, multi-product solution selling, complex deal negotiation, independent business development, pipeline management, Salesforce proficiency

Preferred skills

None stated

Technologies

Salesforce

Responsibilities

Own full outbound sales cycle from prospecting to close; build and manage pipeline via cold outreach and campaigns; develop tailored multi-product solutions; partner with BD for lead flow; conduct discovery, demos, and negotiations; collaborate cross-functionally; maintain pipeline forecasting; hit revenue goals

Seniority

Senior, hands-on IC

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