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Organize 365 Podcast

682 - Italy Was Cancelled. My Staycation With My Husband

Organize 365 Podcast

Lisa Woodruff

Lisawoodruff, Education, Self-improvement, Entrepreneurship, Business

4.51.3K Ratings

🗓️ 31 October 2025

⏱️ 20 minutes

🧾️ Download transcript

Summary

I know, I'm full of shocking news lately. Yes, we cancelled Italy again! I started to feel like we were really pushing this trip through and it was causing a lot of anxiety. Plan B became a staycation. I can't wait to tell you what we did!

Cancellation Reasons

Everyone encouraged me to not cancel the trip. Four days before we were supposed to leave I turned to Greg and said "We can't go to Italy." And he completely agreed. I didn't buy the insurance this time but we are able to recoup most of that money as long as we book within a year so third times a charm hopefully! 

When Abby told us this spring that she was pregnant we were excited for this new little heartbeat but also realized that meant she'd be 25 weeks when we were away. Now the time had come and we just didn't feel right leaving her. I had set up all these people to come help her and then there was the dog to worry about and it was leading to a lot of anxiety. Once we decided to cancel, that all went away and the environment in our house was immediately better. It's funny once you cancel something and then the issues that were prohibiting you all of the sudden are gone. But nonetheless, we decided on a staycation and I got to planning!!  

4 Days with Greg

Day 1: We decided to visit a few small towns nearby to do a little boutique shopping. You could still feel the effects of Covid because the store hours were limited and some were only open on the weekends.  Then we went to a cooking class and learned how to make pasta. We had fun but might not be "our thing." And then toured Home-O-Rama.  It was different than what we were used to. 

Day 2: We had a great day in Lebanon, OH.  We went to lunch at the Golden Lamb and tried to shop again. I quickly realized all the shops were for women. We found an art gallery though and really enjoyed our time there. We found out we both really like the same artwork and found a few artists that we will keep our eye on. Funny enough some of the artwork was that we had seen in the homes of Home-O-Rama. And then we drove to another little town and we checked into our hotel. There was nothing to do so we waited till the restaurant opened at 4pm. We had a two and a half hour dinner and I was really intentional with the conversations I started. This is "our thing" and I'd like to have more leisurely dinners with Greg. 

Day 3: Family needed us so I am glad we didn't stray too far.

Day 4: Last day we were off together and we headed to the Keenland horse track in Lexington, KY. We had a great time. The people watching was fantastic. I discovered I might need to pick up a sundress because this too was something we really enjoyed that I would like to do more of and I like to look the part. When in Rome… It was fun to discover new things we like to do together and it was great to connect with Greg!

Baby Ready

And I got to spend some time with Abby. We spent some special time together really getting her ready for the baby. It was nice to have some undivided time to support Abby. 

I can't wait to tell you what I did with the remaining days of my time off. And I want to share with you something I realized about technology and how conversations are more difficult these days because we have all the information coming at us all at the same time. It's not like we are sharing new information with each other. That was why I got so intentional with my conversation with Greg the night of our long dinner.

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Transcript

Click on a timestamp to play from that location

0:00.0

Today's mailbag comes to us from Tony. I had a revelation. My goal was to devote 30 minutes to

0:06.2

organize 365. Today was a very busy day and I realized I had to figure out how to fit everything in.

0:12.7

I decided I was going to do 15 minutes instead of 30. And at first I was upset at myself. I have so

0:19.5

many goals and aspirations and feel like I am not doing

0:22.6

what I plan to do. Then I was trying to give myself grace and realize that I needed to have

0:27.8

structure to do this, but I also have to be flexible. So I gave myself permission to do 15 minutes

0:34.2

today. I had to chop it up into three different times, but I did fit in the 15 minutes.

0:40.8

I also continued to listen to the ball home planning day prep and worked on my brain dump pages.

0:46.4

I have to keep reminding myself the goal is progress, not perfection. Do you have an Organized 365 success story?

0:56.1

If so, we would love to hear about it.

0:58.7

Please send us an email at Customer Service at Organized 365

1:02.3

and tell us how you have taken back your home,

1:06.1

your paper, and your life with Organized 365.

1:09.8

Thank you. and your life with Organized 365.

1:19.0

Welcome to the Organized 365 podcast.

1:21.7

I'm your host, professional organizer,

1:26.1

productivity expert, and motivational speaker, Lisa Woodruff.

1:32.6

This podcast will help you embrace progress over perfection and create lasting functional organizing in your home.

1:34.3

I have so much to share with you, so let's get started.

1:39.4

We ended up canceling our trip to Italy again. In the next podcast, I'm going to tell you now

1:48.7

about why we decided to cancel our trip to Italy. And then in this podcast, I want to talk to you

1:53.6

about how I repurposed the time we were going to be in Italy and prioritized having fun with

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