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Manage, retain, and grow a portfolio of SMB merchants by building trusted relationships, driving product adoption and upsells, advocating merchant needs internally, and meeting outcome-based growth and retention goals through consultative outreach and cross-functional collaboration.

Outbound-focused Business Development Representative responsible for prospecting merchants via cold calls, email, and social selling, qualifying opportunities, managing a pipeline, meeting monthly quotas, and collaborating with Account Executives while developing sales skills and career growth.

Field-driven Territory Account Executive responsible for full-cycle sales: 80% in-market activity with 50-60 weekly visits, self-sourced pipeline, demos, closing deals across Square products, building partnerships and vertical expertise, tracking activity in Salesforce, and consistently exceeding quota.

Lead reseller channel growth by recruiting, signing, and launching distribution partners (ISOs, ISVs, VARs). Manage full deal lifecycle—prospecting, negotiation, contracting, and partnership launch—while coordinating cross-functional teams and owning partnership performance and ROI.

Lead end-to-end strategy and execution for Tier 1 trade shows and industry events in retail and food & beverage. Own event selection, budget management, ROI tracking, booth design/production, vendor relationships, lead capture processes, cross-functional alignment, and inventory/shipping logistics. Travel to key events (up to 25%) and collaborate with sales, creative, product, and partners to drive qualified leads and showcase Square solutions.

Lead Square’s reseller/channel distribution strategy for ISOs, ISVs, and VARs. Own deal execution end-to-end: prospecting, business cases, negotiation, contracting, and partnership launches. Collaborate cross-functionally (Product, Marketing, Finance, Sales, Legal) and be accountable for partner-driven customer acquisition and revenue growth.

Lead and scale the Northeast Field Sales organization to acquire and expand SMB and mid-market merchants. Set regional strategy, refine territory models, drive pipeline and KPI performance, coach Sales Managers and AEs in the field, partner cross-functionally, and represent Square locally to build a high-performing, scalable sales engine.

The Territory Account Executive will engage with local sellers, sell Square's solutions, generate leads, and build brand awareness in the community, focusing on customer relationship management and exceeding sales goals.

Lead full outbound sales cycle for mid-market merchants: prospect, build pipeline, run discovery and demos, negotiate multi-product deals, and close revenue. Partner cross-functionally, manage forecasts in Salesforce, and consistently meet or exceed monthly and quarterly targets while acting as a trusted advisor.

Lead and develop a remote team of Account Executives to drive revenue growth. Hire, train, coach, and manage KPIs, forecasting, and pipeline. Build repeatable sales processes, run pipeline and forecast reviews, collaborate cross-functionally, use customer feedback to improve products, and evolve sales strategy to increase revenue and customer success.