What if “good enough” isn’t settling, but is actually one of the most powerful, intentional decisions you can make? In this episode, professional organizer Jill Shepherd introduces The Enough Principles, a framework for redefining our relationship with stuff, self-worth, and decision-making. From cluttered homes to cluttered minds, Jill unpacks why perfection is overrated, excess is exhausting, and why learning to decide what’s enough may be the most meaningful skill we can build.

Through humor, real client stories, and a few honest confessions, Jill explores how regret, avoidance, and fear of getting it wrong quietly drive overwhelm. You’ll learn why avoiding decisions fuels overwhelm, how “being enough” shows up in what we choose to keep, and why organizing to a perfect 10 is usually a fast track to burnout. Hint: seven really is a magic number.

If you’re overwhelmed by clutter, paralyzed by decisions, or stuck in the endless loop of “I’ll deal with it later,” this episode offers a mindset shift that just might change how you see your home, your choices, and yourself.

Learn more about Jill and her work at obdorganizing.com. You can reach out to Jill directly at jill@obdorganizing.com.

In this episode, we’re tackling one of the biggest culprits behind clutter: being stuck. After a powerful moment with longtime clients, professional organizer Jill Shepherd connects overwhelm to the very human, very familiar feeling of inertia. And she makes the case that getting unstuck is rarely neat, comfortable, or Pinterest-worthy.

She also breaks down her signature three-part process – curation, organization, and orchestration – and explains that most organizing efforts fail because they stop too soon. Along the way, Jill offers refreshingly honest insights about decision-making, gut checks, and what it actually means to live an organized life.

Learn more about Jill and her work at obdorganizing.com. You can reach out to Jill directly at jill@obdorganizing.com.

Mementos and heirlooms are the most emotionally charged items in our homes. They hold memories, relationships, and moments in time, often serving as the only physical connection to people and experiences we cherish. At the same time, sentimental items can be some of the most overwhelming to manage, precisely because they carry meaning rather than practical function.

In this episode of Overcoming Overwhelm, professional organizer Jill Shepherd explores why mementos and heirlooms are so difficult to declutter and how to approach them with both clarity and compassion. She offers practical guidance for making thoughtful decisions about what to keep, what to release, and how to honor memories without letting them take over your space.

Learn more about Jill and her work at obdorganizing.com. You can reach out to Jill directly at jill@obdorganizing.com.