Support the Senior Executive Assistant with day-to-day administration of the principals’ personal, property, and business matters

Assist with operations of a growing luxury jewelry brand

Maintain calendar knowledge to schedule and sequence tasks correctly

Research, book, and coordinate flights, hotels, ground transportation, and restaurant reservations

Prepare itineraries and travel documents and confirm bookings

Handle time-sensitive errands, deliveries, courier drop-offs, pick-ups, and appointment bookings

Support logistics across multiple personal properties

Collect, sort, scan, file, and route incoming mail

Manage document filing and databases of documents, contracts, agreements, and checklists

Order office supplies

Draft professional emails and correspondence

Prepare documents, forms, and applications and track renewals and deadlines

Retrieve information and compile documents from records and email

Research and summarize vendors, services, and pricing into recommendations

Maintain task lists and provide concise status updates

Prepare shipping and customs documentation, including commercial invoices, packing lists, export declarations, and insurance certificates

Create FedEx and courier labels and verify shipment details

Track domestic and international shipments and elevate delays, customs holds, and clearance issues

Correspond with carriers, brokers, and vendors

Maintain digital records of shipping documents, tracking numbers, duties, and freight costs

Enter and categorize transactions in QuickBooks Online





Organize receipts and invoices and follow up on missing items

Track expenses, payments, and credit card statements in Excel

Update inventory, expense, shipment, and sales spreadsheets

Prepare sales invoices and assist with e-commerce inventory tracking

Requirements

One to four years of professional experience as an Executive Assistant, Personal Assistant, Administrative Assistant, Office Coordinator, Office Manager, Operations Coordinator, or in a similar role

Post-secondary education, or equivalent practical experience

Strong Excel spreadsheet skills required

Technically savvy with computers, phones, tablets, and related technology

Experience with QuickBooks Online, Shopify or Klaviyo is an asset

Exposure to shipping, freight, or import and export documentation is an asset

Exceptional attention to detail

Highly organized and able to work within established systems and complete tasks on time

Highly resourceful and comfortable researching new topics

Strong written and verbal communication skills

Self-motivated and able to work independently

Flexible, highly responsive, and able to work beyond standard business hours if needed





Ability to handle competing priorities and work under pressure with good judgment

Commitment to privacy, confidentiality, integrity, and discretion

Valid Ontario driver’s license and access to a reliable vehicle for occasional errands

Resume accompanied by a short note describing a time a mistake was caught before becoming a problem

Core Competencies Demonstrates strong organizational and administrative capabilities, with expertise in managing schedules, logistics, and documentation for personal and business matters. Proficient in Excel and QuickBooks Online, with a commitment to detail and confidentiality.

Highest-signal resume keywords

Strong Excel Spreadsheet Skills

Experience With QuickBooks Online

Attention To Detail

Strong Written And Verbal Communication Skills

Ability To Handle Competing Priorities

ATS Optimization Keywords Hard Skills

Document Management

Travel Coordination

Expense Tracking

Shipping Documentation

Inventory Management

Data Entry

Task Management

Email Drafting

Research Skills

Calendar Management

Soft Skills

Highly Organized

Self-Motivated

Resourceful

Adaptable

Good Judgment

Certifications & Qualifications

Valid Ontario Driver’s License

Industry Keywords

Luxury Jewelry Brand

Shipping

Freight

Import Documentation

Export Documentation

Tools & Technologies

QuickBooks Online

Excel

Shopify

Klaviyo

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📌 Junior Executive Assistant (Winnipeg)
🏢 Jobtailor
📍 Winnipeg