Company Description

WiredCandy Ventures is an early-stage technology venture capital firm dedicated to launching and supporting high-potential startups driven by the rapid adoption of technology. We partner with exceptional founders from the earliest stages, helping transform bold ideas into successful, market-leading businesses. Our strength lies in our teams diverse experience, deep industry knowledge, and a shared commitment to innovation. Our head office is located in Toronto, with a vibrant network of companies across North America.

Job Description

We are seeking a highly organized and proactive Personal & Executive Assistant to support two C-level executives. This position is primarily a personal assistant and household-oriented role, with executive assistant responsibilities as a secondary component. You will manage a wide range of personal, family, household, property, and administrative tasks. The ideal candidate is adaptable, kid-friendly, detail-oriented, and capable of managing responsibilities independently. This role requires a reliable vehicle and the ability to travel occasionally to Collingwood.

Primary Responsibilities: Personal Assistant & Household Support

Family & Children Management

Maintain school calendars, important dates, and activity schedules
Handle school forms, sign-ups, and program registrations
Support with daily school pickup and drive children to activities
Assist with afternoon responsibilities when children are present

Household Operations

Run personal errands (returns, gifts, and similar tasks)
Plan and coordinate children’s birthday parties including vendor bookings
Communicate with household staff and coordinate schedules
Oversee vendors, contractors, and maintenance appointments
Ensure daily household operations run smoothly

Property Support

Serve as a communication bridge between tenants and the executives
Coordinate service providers for repairs and property needs
Organize and process property-related invoices and receipts

Organization & Tax Season Support

Reconcile property-related payments across multiple properties
Maintain documentation needed for personal and property tax season
Prepare statements, receipts, and support packages for accountants

Executive Assistant Duties

Manage calendars for two C-level executives
Schedule meetings, calls, and interviews
Coordinate travel arrangements
Prepare and manage expense reports
Draft and edit correspondence and documents
Prepare for board meetings
Support logistics for company-wide events
Liaise with internal teams and external partners
Provide general administrative support and problem solving

What We’re Looking For

Exceptional written and verbal communication skills
Strong interpersonal abilities and a positive, professional attitude
Highly organized with a strong attention to detail
Ability to multitask, shift priorities quickly, and work independently
Flexible availability; occasional evenings and weekends
Must be comfortable driving children
Strong knowledge of Mac and Google Workspace
Bookkeeping or financial organization experience is an asset
Must have a reliable car, insurance, and a good driving record
Must be a Canadian citizen or have the legal right to work in Canada
Commitment to confidentiality (NDA required)

Benefits

Competitive salary
A fun-loving, supportive, environment where people are challenged and expected to grow

WiredCandy Ventures is an equal opportunity, affirmative action employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, or any other characteristic protected by law.

If you are an individual with a disability and require a reasonable accommodation to complete any part of the application process, or are limited in the ability or unable to access or use this online application process and need an alternative method for applying, you may contact us for assistance.

We thank all applicants in advance for their interest in this position, however, only those selected for an interview will be contacted.

Personal & Executive Assistant

Job Type