Transformation with Leslie p. episode artwork

EPISODE · Aug 27, 2025 · 47 MIN

Transformation with Leslie p.

from Organize 365 Podcast · host Lisa Woodruff

In this episode, I introduce you to Leslie P. who lives with her two dogs and has always been a renter.  Leslie was searching for podcasts about organization. It caught Leslie's attention when she heard one of the Monday Connections podcasts when we were talking about subjects related to those things she loves like demographics, sociology, and anthropology.  Leslie was always an organized person but once her mom had passed and she was in the role of executor, she just couldn't get out from under all the paper!  She needed help and was looking for organizational solutions. The year after her mom passed Leslie referred to as the "Year of quiet living." She stayed in her mom's 55+ community and took time to figure out her next steps as she faced hurdles in NYC. She'd decided to go out on her own and no longer be a W2 employee.  When Leslie decided to move down to Florida and stay with her mom to take care of her, who had cancer, she grabbed most of her stuff and just left. Well all that stuff was up there still waiting for Leslie to deal with. When Leslie finally located some important paperwork under the couch pillows that she'd been looking for, she decided she had to get a system in place.  In the midst of the mess, she created a priority list like Maslow's hierarchy of needs. What was the most important first step. She then started to feel permission to put things in logical places like her socks by the front door. She started to task stack while her dogs were eating so she could do other things in her kitchen. And she now gives herself permission to honor the phase of life she is in which may mean the fact that she'll buy new tools, get rid of things, make mistakes, and allow new permissions. Like keeping two sets of china and hosting the holidays her way. She's also given herself permission to have a personal life outside of working and taking care of her dogs because she also had more free time now. And with systems in place she no longer has a need for a to do list AND she's not forgetting to do things.  Leslie opened the conversation saying she was not the Organize 365® typical demographic. I wanted to dig into that a little. Leslie uncovered how renting an apartment is kinda like PCS'ing. You move more frequently and need to start all over again. What does a day look like again? How is the drive to work? Can you keep the same medical providers? How does errand running look? Coffee shops? And we talked about things about renting like owning a car and having outdoor space. We also talked about cost opportunities and what that means for the quiet middle of society from each person's point of view. We both pointed out things the other had not considered.  Leslie also attended a Planning Day. Leslie had attended plenty of corporate organization/productivity events and they all paled in comparison. She was so impressed with how comprehensive and effective Planning Day was. It's frustrating for Leslie because she wishes she'd known sooner that a lof of people struggle with organization and for a long time she thought it was just her. Now she has less anxiety, perceived anxiety, as well as sleeping better, and has a healthier outlook.  Leslie's advice is, "Listen to Lisa because she is smart." But all joking aside she added "Give yourself permission. You are the subject matter expert of your family, your life, home, of your goals, and your priorities. You get to decide. Trust yourself."  EPISODE RESOURCES: The Sunday Basket® Planning Day Sign Up for the Organize 365® Newsletter  On the Wednesday podcast, I get to talk with members of the Organize 365­® community as they share the challenges, progress, missteps and triumphs along their organizing journey. I am grateful that you are reaching out to share with me and with this community. You can see and hear transformation in action. If you are ready to share your story with us, please apply at https://organize365.com/wednesday. Did you enjoy this episode? Please leave a rating and review in your favorite podcast app. Share this episode with a friend and be sure to tag Organize 365® when you share on social media!

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This episode was published on August 27, 2025.

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In this episode, I introduce you to Leslie P. who lives with her two dogs and has always been a renter.  Leslie was searching for podcasts about organization. It caught Leslie's attention when she heard one of the Monday Connections podcasts when we...

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