Kathleen O’Brien

The Principal Organizer & Home Stager


Is anyone else wondering what happened to the paperless office? We still print files and emails. Write To-Do lists. Hang reminder sticky notes on our computer. And have papers piled up.

But what will you do when your office has a “Clean Desk” policy? Or you just don’t have room for paper? Or want to go digital but are overwhelmed with sorting and labelling electronically? Finding files should be easy, yet no one ever taught us how to name files, categorize, or think about search functions. And now your desktop is scattered with 100 documents and photos you don’t know where to put. You cannot retrieve what you need. Time is wasted while you search.

Many of us have simply traded paper clutter for digital disaster. You find yourself in a virtual mess.

Let How It Stacks Up instruct you about digital protocols to keep you organized in your email, computer hard drive, or in the Cloud. We will set up folders, teach you good habits for taming emails, and apply a customized information architecture that will keep you organized. Better still, we’ll help ease your mind about where to file and find what you need. And the great part is, we can work with you wherever you are, in-person or remotely!

Book a Consultation

A clear “57 percent of U.S. office workers say one of their top three problems is quickly finding files and documents.”

— (Survey by Elastic.co called “Unified search for finding workplace content”)

A clear “57 percent of U.S. office workers say one of their top three problems is quickly finding files and documents.”

— (Survey by Elastic.co called “Unified search for finding workplace content”)

What People Are Saying

" Kathleen is a lively, engaging presenter and her talk was chock full of useful information and practical tips for those of us who aren't naturally organized. She also used slides well to illustrate her points. "

— Elaine Smith, freelance writer, WordSmithTO

" We are busy running several associations and don’t have time to file. As a result, our offices ended up too littered with case file boxes, papers piled up, and publications scattered around to hold meetings. Kathleen first transformed our offices, then overhauled our filing system, and then the storage room. My colleagues and I found her professional and conscientious. Our new offices are now a great space to meet members. "

— Richard Lyall, president and CEO, RESCON

" Working with Kathleen was awesome! I hired her to work on getting my digital files in order, a mammoth task split across multiple cloud storage and hard drive locations. She’s a great listener, takes feedback well and is really enjoyable to work with. She knew when to make decisions and when to check in with me, and kept a great, determined attitude through some tricky and time-consuming aspects of the project. My new file system started making things easier from the get-go. "

— Linn Vizard, Service Designer and Founder, Made Manifest

" I had numerous organizational requirements in my home, which I was determined to do myself. However, I seemed to take one step forward and two steps back. I had no idea where to turn. Kathleen had already organized my husband’s office, so I hired her to organize our basement storage room. Because of the clutter, I couldn’t use my table to craft or create art anymore. The burden was overwhelming. Kathleen and I worked together, with her doing the lion’s share. Her patience is commendable, and most important to me, she understood the emotional challenge of disposing of my deceased parent’s belongings. I cannot thank her enough for organizing this space. The basement is neat, tidy, functional, and I can easily grab items because I know where they are. I am crafting again! I strongly recommend hiring Kathleen for office and residential space organizing. "

— Debra O’Rourke, Retired Entrepreneur

" Kathleen is a lively, engaging presenter and her talk was chock full of useful information and practical tips for those of us who aren't naturally organized. She also used slides well to illustrate her points. "

— Elaine Smith, freelance writer, WordSmithTO

" We are busy running several associations and don’t have time to file. As a result, our offices ended up too littered with case file boxes, papers piled up, and publications scattered around to hold meetings. Kathleen first transformed our offices, then overhauled our filing system, and then the storage room. My colleagues and I found her professional and conscientious. Our new offices are now a great space to meet members. "

— Richard Lyall, president and CEO, RESCON

" Working with Kathleen was awesome! I hired her to work on getting my digital files in order, a mammoth task split across multiple cloud storage and hard drive locations. She’s a great listener, takes feedback well and is really enjoyable to work with. She knew when to make decisions and when to check in with me, and kept a great, determined attitude through some tricky and time-consuming aspects of the project. My new file system started making things easier from the get-go. "

— Linn Vizard, Service Designer and Founder, Made Manifest

" I had numerous organizational requirements in my home, which I was determined to do myself. However, I seemed to take one step forward and two steps back. I had no idea where to turn. Kathleen had already organized my husband’s office, so I hired her to organize our basement storage room. Because of the clutter, I couldn’t use my table to craft or create art anymore. The burden was overwhelming. Kathleen and I worked together, with her doing the lion’s share. Her patience is commendable, and most important to me, she understood the emotional challenge of disposing of my deceased parent’s belongings. I cannot thank her enough for organizing this space. The basement is neat, tidy, functional, and I can easily grab items because I know where they are. I am crafting again! I strongly recommend hiring Kathleen for office and residential space organizing. "

— Debra O’Rourke, Retired Entrepreneur