Sales Account Executive Outbound in Winnipeg

Block, Inc.
Full-time winnipeg, mb Other-General
Posted:
May 26, 2026
Location:
winnipeg, mb, Canada

Job Description

Join Square as a Sales Account Executive focusing on outbound strategies in Winnipeg. You’ll engage SMB clients, driving sales through a consultative and strategic approach.
In this role, you will own the sales cycle, leveraging your skills in prospecting and closing complex deals. With a focus on building tailored solutions, you’ll collaborate with various teams to ensure comprehensive client services. Your consultative mindset will empower you to diagnose and address business challenges effectively.
Key Responsibilities:
• Own sales cycle from prospecting through to negotiation
• Build and manage your sales pipeline strategically
• Develop customized solutions for merchants
• Conduct impactful demos and negotiations
• Use Salesforce to maintain pipeline accuracy
Requirements:
• 3+ years of B2B sales experience with quota success
• Strong background in outbound business creation
• Proven ability in closing complex deals
• Exceptional negotiation and...

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Job Overview

Job Type: Full-time
Location: winnipeg, Canada
Posted: May 26, 2026
Deadline: July 05, 2026