Territory Account Executive, Baltimore

Baltimore, MD · US - MD - Washington Metro - Remote · USD 128,960-193,440 · 1+ years experience · Remote · Posted Sep 22, 2026

At a glance

Square is looking for a Territory Account Executive in Baltimore to lead the market with disciplined, in-person execution.
This is a field-driven, execution-focused role where you will spend ~80% of your week out in the market meeting businesses, conducting live demos, and closing deals.
You will serve as Square’s presence and competitive advantage by building pipeline from the ground up and establishing high-value partnerships.

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.
Implement a disciplined referral strategy to turn every new customer into future opportunities.
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.

3+ years of sales experience in a full cycle closing role with field sales experience
Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals
Ability to drive deals independently in a fast-paced, dynamic environment
Business development experience (e.g. hunting and cold calling)
Reliable transportation and live in the market you are serving
A collaborative and team player mentality
Prior Salesforce experience or equivalent