Baltimore Territory Account Executive — Field Sales

Square; Baltimore (MD); On-site; USD 70,000 - 120,000; Full time

Job summary

Square is seeking a Territory Account Executive for Baltimore, MD to lead the full sales cycle and own the market. You will spend most of your week in the field meeting businesses, conducting live demos, and closing deals across Square’s product suite.

You will build relationships with local sellers, partner cross-functionally for fast onboarding, and create a repeatable top-of-funnel engine through outreach and partnerships.

Qualifications

• 3+ years of sales experience in a full cycle closing role with field sales.

Responsibilities

• Spend ~80% of your week in the field — walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.
• Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square’s full product suite.
• Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.
• Partner cross-functionally to ensure a seamless onboarding experience and fast time-to-value for new sellers.
• Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
• Work with channel partners to generate a consistent, high-quality referral stream that grows over time.
• Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.
• Sell consultatively and competitively, staying proactive and strategic throughout the sales cycle.
• Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.
• Measure performance frequently and improve continuously.
• Consistently exceed quota within a culture where high standards are the norm.

Skills

Full-cycle sales

Sales experience

Field sales

Tools

Salesforce

Job description

Square is seeking a Territory Account Executive for Baltimore, MD to lead the full sales cycle and own the market. You will spend most of your week in the field meeting businesses, conducting live demos, and closing deals across Square’s product suite.

You will build relationships with local sellers, partner cross-functionally for fast onboarding, and create a repeatable top-of-funnel engine through outreach and partnerships.