Personal Assistant to Chief Executive Officer

Location: Ancaster, Ontario

Position: In-Person | Private Household

Job Summary

We are seeking a highly organized, dependable, and proactive Personal Assistant to support a busy entrepreneur and her family at their private residence in Ancaster.

This is a hands-on, varied position suited to someone who enjoys staying busy, takes initiative, has excellent attention to detail, and is comfortable managing a wide range of personal, household, and creative responsibilities.

No two days will be exactly alike. The ideal candidate is resourceful, discreet, flexible, and genuinely

enjoys dogs, as caring for three small dogs will be an important part of the role.

Key Responsibilities

Personal & Household Assistance

• Run personal errands, including shopping, returns, pickups, deliveries, and other day-to-day tasks.
• Help maintain an organized, clean, and well-functioning household.
• Assist with light cleaning, tidying, organizing, and maintaining personal spaces.
• Prepare and organize clothing, outfits, shoes, and accessories for daily activities, meetings, events, and photo shoots.
• Clean, sanitize, and organize makeup brushes, beauty tools, and related supplies.
• Coordinate appointments, deliveries, household services, and other personal arrangements.
• Assist family members with transportation to and from appointments as needed.

Pet Care

• Provide daily care for three small dogs.
• Walk, feed, and supervise the dogs according to their established routines.
• Assist with consistent training, reinforcing household rules and routines.
• Help maintain clean, organized pet areas and supplies.
• Ensure the dogs receive attentive, patient, and affectionate care.

Photo Shoots & Creative Support

• Assist with preparing for photo shoots, filming days, and content creation.
• Organize outfits, accessories, makeup supplies, and other materials needed for shoots.
• Help with setup, preparation, and general assistance during filming and photography sessions.
• Coordinate pickups, returns, and other logistical tasks related to shoots.
• Provide hands-on support with miscellaneous creative projects as required.

Scheduling & Organization

• Assist with personal calendars, appointments, reminders, and day-to-day scheduling.
• Maintain organized personal and household supplies.
• Anticipate needs and proactively help keep daily activities running smoothly.
• Handle personal information with professionalism, discretion, and confidentiality.

Qualifications

Required:

• Valid driver's licence and a clean driving record.
• Reliable transportation.
• Must genuinely love dogs and be comfortable walking, training, feeding, and cleaning up after three small dogs.
• Strong organizational skills and exceptional attention to detail.
• Dependable, punctual, trustworthy, and discreet.
• Comfortable with light household cleaning and hands-on responsibilities.
• Ability to multitask, prioritize, and work independently.
• Positive attitude and willingness to assist with a wide variety of tasks.
• Strong communication skills.
• Comfortable working in a private family residence.

Preferred:

• Previous experience as a personal assistant, household assistant, executive assistant, or in a similar role.
• Experience caring for or training small dogs.
• Familiarity with social media, photo shoots, or content creation.
• Experience supporting a busy family or entrepreneur.

The Ideal Candidate

You are someone who notices what needs to be done without always being asked. You take pride in keeping things organized, enjoy helping others, and are equally comfortable preparing outfits for a photo shoot, running errands, caring for dogs, or helping coordinate a busy family schedule.

You understand that working in a private home requires professionalism, discretion, flexibility, and mutual respect.

Most importantly, you are kind, reliable, resourceful, and someone who genuinely enjoys making other people's lives easier.

• This is an in-person position based in Ancaster, Ontario.