Executive + Personal Assistant to the CEO
Job description:
The Opportunity
Toonie Tours is building a world class multi city tour operator that is growing fast. We have proven demand, real momentum, and a lot of complexity across cities, seasons, and teams. We are looking for an Executive Assistant who naturally takes ownership, closes loops, and builds systems so the CEO can stay focused on the highest leverage work.

You will not only support the CEO. You will also help the leadership team move faster by coordinating priorities, tracking goals, and ensuring commitments do not slip. You will have direct access to the team and visibility into what matters most week to week.

This is not a calendar only EA role. You will be trusted with meaningful responsibility across business operations, light office management, and administrative aspects of the CEO’s household.

Your Mission
Make the CEO’s world run smoothly by taking control of communication, coordination, follow ups, and the loose ends that create stress and slow execution.

If it does not require CEO level decision making, relationships, or leadership, the CEO should not be doing it. Your job is to own it, systematize it, and make it disappear from the CEO’s plate.

This role blends executive support, team coordination, light office management, and personal logistics because the goal is simple: remove friction wherever it shows up.

What You’ll Own
CEO Operating System (Business)

Calendar management: protect focus time, prep meetings, confirm logistics, reduce unnecessary meetings

Inbox and communication triage: draft replies, route requests, track follow ups, and close loops

Task and priority management: capture everything, prioritize, and ensure nothing drops

Travel, events, and offsites: bookings, coordination, checklists, confirmations

Hiring coordination: scheduling interviews, candidate communication, scorecard tracking, references coordination, admin support

Document organization: role charters, scorecards, SOPs, templates, hiring packs,



and internal playbooks

Systems and automation support: Google Workspace, RapidLeadsPro (GoHighLevel), and AI tools

Team Support and Accountability (Company wide)

Support key leaders with coordination, scheduling, follow ups, and execution support

Maintain a simple goals and priorities tracker weekly so we stay aligned and nothing quietly dies

Own meeting logistics for leadership rhythms such as weekly priorities, scorecard reviews, hiring debriefs

Help standardize internal communication, templates, and playbooks so everyone operates the same way

Office Manager Tasks (As Needed)

Keep the office running smoothly: supplies, vendors, basic coordination, and cleanliness standards

Coordinate equipment, mail and packages, and simple facilities needs

Ensure new hires have what they need on day one: access, tools, checklists, welcome logistics

CEO Household and Personal Admin

Household logistics: shopping, returns, supplies, and errands

Laundry coordination and routine household organization

Gifts, thank yous, and relationship maintenance

Vehicle maintenance coordination: service bookings, schedules, registrations

Home maintenance coordination: lawn and snow scheduling, contractors, minor coordination

Family scheduling and logistics support, including occasional short windows of child supervision when needed

We Build Playbooks Together
At Toonie Tours, everyone contributes to playbooks and training. Part of this role is documenting what works and turning it into checklists, templates, and SOPs so the business improves every week, not just gets busy.





Your Scorecard (How We Measure Success)

CEO no longer spends time on tasks that are not CEO work

95 percent or better on time completion with closed loop follow up

Strong sense of urgency and quick response times

Consistent systemization using SOPs, checklists, and templates

Measurable leverage: hours removed from the CEO’s plate each week

What Winning Looks Like (30 60 90)
In 30 days: inbox triage is clean, calendar is protected, follow ups never drop, and the backlog is organized and shrinking
In 60 days: business, office, and household logistics are running on rails with repeatable playbooks
In 90 days: the CEO’s delegable tasks are consistently off their plate and you are proactively removing bottlenecks without being asked

You’ll Thrive Here If

You are proactive, resourceful, and calm under pressure

You communicate clearly and fast and you close loops without reminders

You are organized to the point people feel calmer around you

You hold high standards and do what you say you will do

You are trustworthy and discreet

You enjoy being the connector across a team and bringing order to busy environments

You like tools, automation, and AI workflows and you get excited about making systems better

This Role Is Not For You If

You want a narrow calendar only EA job

You dislike unglamorous tasks and personal logistics support

You need constant direction to get moving

You only want to support one person and do not want to coordinate across a team

Being accountable to explicit outcomes makes you uncomfortable

Applicants must be legally eligible to work in Canada.

Job Types:
Job Types: Full-time, Permanent

Benefits:

Company events

Dental care

Extended health care

Mileage reimbursement

Paid time off

Experience:

Event Planning: 5 years (required)

Executive Assistant: 5 years (required)

Work Location: In person

Expected start date: Immediate

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📌 Executive + Personal Assistant to the CEO (Alberta)
🏢 Socket.dev
📍 Alberta