About the Role

We’re looking for a highly organized, proactive right-hand to support the owner across a growing group of businesses in the Annapolis Valley.

This is a hands-on, high-trust role combining executive support, operations coordination, and light bookkeeping. You’ll help manage priorities, keep projects moving, and bring structure to a fast-paced environment.

This is not a passive administrative role. Success requires initiative, ownership, and the ability to move things forward without constant direction. The role is designed to grow into a senior Executive Assistant / operations leadership position over time.

What You’ll Be Doing

Executive Support

• Manage and prioritize the owner’s calendar
• Monitor email, flag priorities, and draft responses
• Prepare meeting materials and track follow-ups
• Ensure deadlines and commitments are met

Operations & Task Management

• Track tasks and projects across multiple businesses
• Follow up with team members, clients, and partners
• Coordinate scheduling, logistics, and communication
• Resolve issues and remove bottlenecks as they arise

Bookkeeping & Financial Tracking

• Record and categorize transactions (QuickBooks or similar)
• Manage invoicing, payments, and reconciliations
• Maintain organized financial records
• Support basic reporting and accountant coordination

Real Estate & Property Support

• Coordinate and conduct property showings
• Communicate with tenants and manage inquiries
• Assist with leases, onboarding, and applicant screening
• Coordinate maintenance and maintain property records

Systems & Process Improvement

• Build simple systems, workflows, and checklists
• Identify inefficiencies and suggest improvements

General Support

• Take ownership of day-to-day tasks
• Anticipate needs and improve efficiency

Who You Are

• Highly organized and detail-oriented
• Proactive and self-directed
• Able to manage multiple priorities
• Strong communicator
• Comfortable with common business tools
• Trustworthy with confidential information

Mindset

• Takes ownership, not just direction
• Thinks ahead and solves problems
• Interested in growing into a more senior role

Bonus (Not Required)

• Experience in real estate, small business, or executive support
• Bookkeeping experience

What Success Looks Like

• Owner is focused on high-value work
• Tasks and projects are consistently followed through
• Financial records are accurate and up to date
• Operations run smoothly with minimal oversight
• You take increasing ownership and reduce workload for the owner

Why This Role is a Great Opportunity

• Work directly with an entrepreneurial owner
• Clear path to a senior role
• Opportunity for ownership and growth
• Your ideas and input are valued
• Fast-paced, varied work environment

Compensation & Benefits

• $45,000-$55,000/yearly based on experience
• Performance-based bonuses
• Group benefits (after probation)
• Paid vacation with flexibility
• Company-provided computer and cellphone or allowance
• Growth in compensation and responsibility over time
• Casual dress
• Dental care
• Extended health care
• Flexible schedule
• Life insurance
• On-site parking
• Paid time off
• Vision care

How to Apply

Send your resume along with a short note answering:

• Why this role interests you
• A time you improved a process or solved a problem
• Any bookkeeping or financial tracking experience

Ability to commute/relocate

Centreville, NS: reliably commute or plan to relocate before starting work (required)

Language

English (required)

Licence/Certification

Driving Licence (required)

Expected start date: 2026-06-15