Our mission as Professional Organizers is to help our busy clients get a fresh start by learning new habits, gaining office space, and being efficient. How It Stacks Up, located in Toronto, steps in when people don’t have the time—or are overwhelmed—to organize their own workspace, or just don’t know where to start and need some help.

The Principal Organizer

As a Professional Organizer specializing in businesses for the past 14 years, Kathleen O’Brien knows how to make a workspace efficient.

Expertly trained by the Professional Organizers in Canada, Kathleen carefully considers each person’s work flow and business needs, then untangles messy and disorganized workspaces into a more peaceful environment. Employees, entrepreneurs, and executives reduce their frustration, and have an ideal space to work, think, and plan. 

Prior to organizing others, Kathleen was in journalism, then switched into Investor Relations (passed the Canadian Securities course!), and Public Relations, working in diverse fields such as law, information science, finance, and healthcare. She is proud to have spent 13 years managing demanding dual roles in alumni relations and communications at a major university in Toronto.

Having worked in various offices throughout her 25-year career, Kathleen understands the need to keep up with the fast pace of the business world, the importance of first impressions, and empathizes with the pressure of today’s workers to constantly perform at the top of their game. A clear, organized space is critical.

Clients say her results increase their productivity, reduce stress, and boost their confidence to get things done. This makes Kathleen happy and inspires her to help even more people.

headshot of kathleen

Kathleen O’Brien
Professional Organizer


We offer a customized, easy-to-maintain plan to keep files organized and clutter cleared, leaving clients with an ideal workspace that meets their needs, thereby increasing productivity and profitability.

We have a unique ability to serve client needs by understanding their issues, designing a course of action, communicating that vision, and executing the plan based on deadlines we set together. We understand the need to protect your professional image and reputation.

Our guiding philosophy is to be of service to others, treating clients with respect, compassion, and dignity.

What drives us is stepping in when executives, professionals, employees, entrepreneurs, and small business owners don’t have time or energy to organize their space, or don’t know what to do first. Without judgment, by taking the time to listen, we enjoy helping a client go from frustrated and stressed to having peace of mind.

Let How It Stacks Up Get You Organized

   Call 647-710-1134

Schedule a Consultation Now