On Moving and Moving On explores what is really means to leave a longtime or deeply meaningful home. Each episode features honest conversations with:
• People who are moving due to life transitions (loss, divorce, retirement, relocation, downsizing)
• Adult children helping their parents navigate a move
• Professionals who support the moving and downsizing journey.
With Deb's dual expertise in psychology and real estate, the show blends storytelling, insight, and guidance to help people through one of life's biggest challenges!
Margot and her husband made bold moves in their fifties, leaving their single-family home in Northern Virginia to live in an apartment in Washington, DC, and later moving to Annapolis. Their journey reflects courage, intentionality, and a desire for change and adventure. Margot shares her experience of moving from an apartment to a house, embracing change, and the importance of attitude and perspective in the process. She also discusses the financial aspects and the ripple effect of her story.
Takeaways
Courageous Transitions
Community Building Embracing change
Attitude and perspective are key
Financial considerations in moving
The ripple effect of sharing personal stories
Chapters
00:00 Reactions and Community Building
45:35 Advice for Significant Life Changes
19 Jun 2026
Cliff Krug on Using Professional Movers
Cliff Krug, president and owner of Regency Moving and Storage, shares the origin story of the family-owned business and discusses the services offered, including packing, storage, and long-distance moves. He emphasizes the importance of professional movers and the value of purging unnecessary items before a move. The conversation covers important considerations when selecting a mover, including the importance of getting multiple estimates, checking online reviews, and asking for a 'not to exceed' estimate. It also emphasizes the significance of family-owned and operated businesses and the value of personal referrals.
Takeaways
Family-owned business with 37 years of experience
Professional movers offer expertise and prevent injury
Purging unnecessary items before a move is essential Selecting a mover: Get multiple estimates, check online reviews, and ask for a 'not to exceed' estimate.
Family-owned businesses: The value of personal referrals and the family touch in the moving process.
Chapters
00:00 Advantages of Professional Movers
49:43 Getting Started with Regency Moving
4 Jun 2026
Kerstin and Patrick Trade Suburbia for City Life
Kerstin and Patrick Le Floch share their bold decision to downsize from a suburban home to a two-bedroom condo in downtown Leesburg,VA. Their desire for urban living, aging in place considerations, and a pandemic living experiment led to a return to a walkable lifestyle.
The conversation covers effective strategies for getting rid of belongings, the importance of downsizing and living more simply, and the emotional and practical aspects of transitioning to a new home. It also explores how rituals can ease the emotional transition of moving.
14 May 2026
Debbie Downsizes for Fresh Start in North Carolina
Debbie is a great friend and client. She is generous, authentic and hilarious! In this conversation we talk about how she made the decision to move and how she picked her new home town. We delve into the challenges of decluttering, the logistics of getting the house ready, and the contemplation of moving into a 55 and over community. The timing and logistics of the move, as well as the consideration of a new community, are also explored. The conversation covers saying goodbye and holding onto relationships, renovating and decorating her new home, and advice for moving and working with a realtor. It emphasizes the importance of a trusted realtor and the emotional impact of decluttering and moving.
Takeaways
Emotional attachment to a home
Decision-making process for relocation Emotional challenges of decluttering
Importance of a trusted realtor
Chapters
00:00 Introduction and Decision to Relocate
06:01 Community and Neighborhood
11:57 Choosing a New Community
17:49 Logistics of Getting the House Ready
23:09 Challenges of Decluttering
33:42 Evaluating New Locations and Working with a Realtor
40:33 Saying Goodbye and Holding onto Relationships
14 May 2026
Twentysomething Steph Moves Back to Ohio Hometown
Steph McCormick, a 29-year-old engineer turned entrepreneur and dog trainer, shares her decision to leave Northern Virginia and move back to her hometown in Ohio. Her journey involves career shifts, home renovations, and a deep connection to her hometown. The move is driven by her passion for dog training and a desire to be closer to family. She also talks about her new business, A Million Dreams Dog Training and her podcast, Dream Dog.
Takeaways
Family ties influence major life decisions
Passion for a career can drive a significant life change
Chapters
00:00 The Decision to Move
05:16 Preparing for the Move
20:41 Following Her Heart
13 Mar 2026
Tana's New Chapter in a 55+
Community
This conversation with Tana covers the journey of moving out of her beloved home where she raised her two boys. She talks about her decision to move out of town and into a 55+ development with the hope of finding a rich community.
She also discussed the process of choosing a new home, packing, moving, and coping with a limbo period and time in temporary housing. Finally, we talk about the emotional attachment to her remodeled home, the challenge of memory clutter, lessons learned from the downsizing process, and looking forward to the next chapter.
Takeaways
Starting the downsizing process early
The emotional and logistical challenges of moving and downsizing
Chapters
00:00 The Journey of Home Moving
06:21 Reasons for Moving and Downsizing
11:25 Consideration of New Locations
18:34 Emotional Attachment to the Remodeled Home
31:40 The Challenge of Memory Clutter
43:27 Lessons Learned from the Downsizing Process
52:39 Looking Forward to the Next Chapter
13 Mar 2026
Hollywood Agent Adam Moves Mom from Chicago to L.A.
The conversation delves into Adam's experience of moving his aging mother out of her long-time home and into an assisted living situation. It explores the decision-making process, challenges faced, and the role of a realtor in the process. The transition and adjustment to the new living situation are also discussed, highlighting the emotional and logistical aspects of the move.
Takeaways
Transitioning aging parents to assisted living
The role of a realtor in the process
Chapters
00:00 Introduction and Friendship
08:12 Timeline of the Move
13:30 Engaging a Realtor and Selling the House
20:00 Preparing for the Move
31:39 Adjustment to the New Living Situation
10 Feb 2026
Kim's Journey from Family Home to New Beginnings
In this heartfelt conversation, Deb interviews Kim Flannigan about her emotional journey of moving out of her long-term family home after 27 years. The discussion highlights the challenges she faced as a widow, including the emotional weight of leaving a place filled with memories of her late husband and raising her children. Kim reflects on the coping mechanisms she employed, such as work and faith, and the importance of community support during this transition. She emphasizes the significance of embracing change and the necessity of moving forward, both for herself and her family, while also acknowledging the bittersweet nature of letting go of the past.
As Kim recounts her experiences, she discusses the logistical aspects of downsizing, including the emotional difficulty of sorting through belongings and the value of seeking professional help. The conversation also touches on the importance of creating new traditions and connections in her new community, which have helped her navigate the holidays and other significant moments. Ultimately, Kim's story serves as an inspiring reminder of resilience, the power of community, and the importance of being open to new experiences as one moves through life's transitions.
Keywords
moving, emotional journey, widowhood, community support, downsizing, new beginnings, family home, coping mechanisms, change, resilience
Takeaways
Embrace change as a necessary part of life.
Community support can significantly ease transitions.
It's important to create new traditions after a major life change.
Professional help can be invaluable when downsizing.
Letting go of the past is essential for moving forward.
Chapters
00:00 Introduction to Kim's Journey
01:01 The Emotional Weight of Leaving Home
06:01 Logistical Challenges of Downsizing
16:19 Creating New Traditions and Community
26:23 Reflections on Loss and Moving Forward
Reach and audience
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Apple Podcasts (US)
5.0 / 5
5 ratings
Spotify
5.0 / 5
1 ratings
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