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Senior Mid-Market AE: Remote, Outbound & Multi-Product Deals

Remote / Online - Candidates ideally in
Washington, District of Columbia, 20022, USA
Listing for: Square
Remote/Work from Home position
Listed on 2026-10-17
Job specializations:
  • Sales
    Remote Sales, Sales Development Rep/SDR, B2B Sales, SaaS Sales
Salary/Wage Range or Industry Benchmark: 184000 - 253000 USD Yearly USD 184000.00 253000.00 YEAR
Job Description & How to Apply Below

Square is hiring a Senior Sales Account Executive for its Outbound Team. You will own the full outbound sales cycle with mid-market merchants, building a strong pipeline and developing multi-product solutions across Square’s ecosystem.

You’ll partner with BD on lead flow, conduct discovery and demos, and close complex multi-product deals while acting as a trusted advisor across BDR, AE, and AM roles. If you excel in outbound environments, thrive on solving meaningful business challenges, and

Are you ready to take on the Senior Mid-Market AE:
Remote, Outbound & Multi-Product Deals role at Square?

This role is for the Senior Mid-Market AE:
Remote, Outbound & Multi-Product Deals role at Square.

We are seeking a motivated Senior Mid-Market AE:
Remote, Outbound & Multi-Product Deals to join Square in Washington, DC, United States.

Position Requirements
10+ Years work experience
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