Executive & Operations Assistant

Industry: Custom Apparel & Promotional Products
Job Type: Full-Time | Remote

We are seeking a highly organized, proactive, and detail-oriented Executive & Operations Assistant to support the owner of a growing U.S.-based custom apparel and promotional products business.

The company specializes in wholesale branded merchandise, custom apparel, bulk orders, and fundraising web stores for schools, sports organizations, and businesses nationwide.

The ideal candidate will serve as the business owner’s right hand, taking ownership of daily operations, coordinating orders, managing vendors, and ensuring smooth workflows.

Key Responsibilities:

• Manage incoming customer orders from initial request through fulfillment and delivery.
• Coordinate artwork submissions, revisions, and approvals with customers and decorators.
• Handle product sourcing, purchasing, and supplier communications using Sage.
• Manage fundraising web stores, product listings, and orders through Chipply.
• Coordinate production with embroidery, DTF printing, engraving, and other decoration partners.
• Track order progress, production timelines, and delivery deadlines.
• Support invoicing, billing, and payment tracking using QuickBooks.
• Organize emails, communications, priorities, and daily operational tasks.
• Proactively identify and resolve issues to prevent delays and improve efficiency.
• Provide direct executive support, anticipating business needs and reducing the owner’s administrative workload.

Requirements

• Hands-on experience with Chipply (mandatory).
• Hands-on experience with Sage promotional products software (mandatory).
• Proven experience in executive assistance, operations coordination, or order management.
• Experience in promotional products, custom apparel, branded merchandise, or related industries preferred.
• Strong understanding of order processing, purchasing, vendor coordination, and fulfillment.
• Excellent written and verbal English communication skills.
• Strong organizational skills, attention to detail, and ability to multitask.
• Ability to work independently, take initiative, and solve problems without constant supervision.
• Experience coordinating artwork, suppliers, and production processes is highly desirable.
• Familiarity with QuickBooks, Shopify, ASI, or PPAI is a plus.
• Ability to adapt to the business owner’s working style and manage changing priorities.
• U.S Based Experience

Benefits

• Compensation: $1,200–$1,400 USD/month, depending on experience.
• 100% remote position.
• Full-time contractor opportunity.

• Work directly with U.S.-based businesses and leadership teams.

• Opportunity to take real ownership and have a direct impact on business operations.
• 10 PTO days per year.
• 3 sick days per year.
• 6 U.S. federal holidays.