Field Sales Rep - Launch & Merchant Success

Field Sales Representative

Block is seeking a Field Sales Representative – City Launch & Merchant Success to drive merchant adoption, education, engagement, and long-term success for the Neighborhoods program across launch markets. This is a field-based position where you will spend the majority of your time meeting merchants face-to-face. You will visit restaurants and local businesses, build relationships with business owners and staff, support program launches, conduct merchant training, and participate in community events.

You will serve as the face of Neighborhoods in the Chicago market and act as a key connection between local merchants and Block's Product, Operations, and Go-to-Market teams.

Key responsibilities include building trusted, long-term relationships with local merchants and business owners; spending the majority of your time in the field visiting restaurants and other local businesses; supporting merchants throughout the launch process, from pre-launch preparation through activation and post-launch follow-up; providing hands-on support and live transaction walkthroughs for owners, managers, and frontline employees; conducting merchant onboarding, training sessions, workshops, and educational events;

organizing and supporting community events, office hours, and other merchant engagement activities; monitoring merchant adoption, engagement, and retention and proactively addressing challenges; gathering merchant feedback and identifying operational issues or opportunities for improvement; partnering with Product, Operations, and Go-to-Market teams to support successful city launches and market expansion; working closely with Account Managers, where applicable, to provide an exceptional merchant experience;

troubleshooting issues, removing obstacles, and taking ownership of merchant concerns; developing repeatable training materials, playbooks, and community engagement strategies that can be used in future markets; and serving as the voice of the merchant by bringing valuable field insights back to internal teams.

Required skills and qualifications include 5–7+ years of experience in merchant success, hospitality, field operations, community management, training, account management, retail, restaurant operations, sales, or another customer-facing environment; strong interpersonal and relationship-building skills; comfort meeting new people and establishing authentic relationships quickly; comfort walking into local businesses and engaging directly with owners, managers, and staff; experience conducting customer training, workshops, presentations, or educational sessions;

strong communication, organization, and follow-through skills; ability to work independently and take initiative in a fast-paced environment; strong problem-solving skills and the ability to remove obstacles quickly; ability to balance strategic thinking with hands-on execution; comfort spending the majority of the workweek in the field; willingness and ability to travel locally, generally within approximately 100 miles of the assigned market;

passion for supporting local and independent businesses; and ability to build relationships and represent the company professionally in the local business community.

Education:

Associate's or Bachelor's degree preferred, and/or 5+ years of relevant professional experience.