Field Sales Rep - City Launch & Merchant Success

Tailored Management San Francisco, CA Fulltime

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Summary

Field-based merchant support and training, spending most of the week visiting local businesses, with Monday-Thursday field work and Friday administrative work. 6-month contract, local travel within about 100 miles, W2, and requires 5+ years of relevant experience.

Highlights

Schedule
Monday-Thursday field work; Friday administrative/desk work
Experience
57+ years in relevant customer-facing experience
Education
Associate's or Bachelor's degree preferred; 5+ years relevant experience
Travel Required
Local travel, generally within approximately 100 miles
Type
Full-Time
Training Provided
Conducts merchant onboarding and training

Job description

Job Title: Field Sales Representative
Pay Rate: $77.00/hr on W2
Location: Remote San Francisco Bay Area Field-Based
Contract Length: 6 Months
Potential: Contract extension or conversion to FTE based on performance, attendance, and business needs
Work Schedule: MondayThursday Field Work | Friday Administrative/Desk Work
Local Travel: Primarily within approximately 100 miles of the assigned market

Job Summary
  • 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 San Francisco market and act as a key connection between local merchants and Block's Product, Operations, and Go-to-Market teams.
Key Responsibilities
  • Build trusted, long-term relationships with local merchants and business owners.
  • Spend the majority of your time in the field visiting restaurants and other local businesses.
  • Support merchants throughout the launch process, from pre-launch preparation through activation and post-launch follow-up.
  • Provide hands-on support and live transaction walkthroughs for owners, managers, and frontline employees.
  • Conduct merchant onboarding, training sessions, workshops, and educational events.
  • Organize and support community events, office hours, and other merchant engagement activities.
  • Monitor merchant adoption, engagement, and retention and proactively address challenges.
  • Gather merchant feedback and identify operational issues or opportunities for improvement.
  • Partner with Product, Operations, and Go-to-Market teams to support successful city launches and market expansion.
  • Work closely with Account Managers, where applicable, to provide an exceptional merchant experience.
  • Troubleshoot issues, remove obstacles, and take ownership of merchant concerns.
  • Develop repeatable training materials, playbooks, and community engagement strategies that can be used in future markets.
  • Serve as the voice of the merchant by bringing valuable field insights back to internal teams.
Required Skills & Qualifications
  • 57+ 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.
  • Comfortable meeting new people and establishing authentic relationships quickly.
  • Comfortable 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.
  • Comfortable 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.
  • 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.
  • #TMCA




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