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🇮🇹 Puglia, Italy & Being My #1 Coaching Client 

Writer: Lisette OstranderLisette Ostrander

Updated: Oct 2, 2024


I arrived in Monopoli, Puglia today. I have been in Italy for one week.  I landed in Rome and then headed to Bari, and now I am in Monopoli. I will spend two months in Italy, and six of those weeks will be in the Puglia region. 




Two years ago, I saw the movie "Walking on Sunshine." It is a Mama Mia-type musical set in Puglia. As soon as I saw it, I put Puglia on my bucket list. 


In February 2024, I decided to leave San Francisco after 12 years and take the year to alternate travel with spending time with my mom in Florida. I would do part-time consulting work in my social and emotional/educational space and then dedicate the rest of my time to building my coaching business and finishing my sex, love, and intimacy coaching certification program.  



(Monopoli, Puglia)


This was a hard decision. I love San Francisco, and my life there was good, but there was this part of me that was curious about what else was possible. 


It took me about two weeks to wrap my head around the idea of leaving San Francisco. One thing that helped me decide was thinking about "the worst-case scenario".


What would be the worst-case scenario if I decided to leave San Francisco and go all in with building my coaching business, and it didn't work out?


My worst-case scenario looked like this...


-I don't create a thriving business. 

-I would be in my late 40s and have to stay at my mom's for longer than I thought until I got on my feet. 

-I accrue some debt and have to start over again in a year. 


I thought about the worst case and then thought about the best-case scenario.


Best case scenario...


-I serve a lot of people this year.

-I help people live the life they want and have the sex they want. 

- I travel to amazing places and meet cool people.

- I become a better coach because I leaned into my discomfort and took action when the outcome was uncertain.

-I created something and built a business. 

- I set myself up for a future where I could travel more, have the freedom to create what I wanted, and work with the people I wanted to work with. 


After looking at the worst and best case, I made peace with the worst case.


 In this situation, I knew that the worst case was much better than me not going for it at all. I knew that if I fast-forward three years from now and didn't make this move and at least try for this dream, I would feel regret. That regret would then become the worst-worst-case scenario for me. 



So here I am in Monopoli, Italy!!! 



My goals for my time here are to:


🇮🇹 #1 Fully enjoy Italy!! Eat well, try new things, meet new people! Experience the pleasures of Italy.


🇮🇹 #2 Build my belief  & fully step into the identity of being a Life, Sex, Love, and Intimacy coach - essentially be my #1 coaching client 


  • I will take the knowledge and ideas AND the over 100 tools and practices I have learned in the life, sex, love, and intimacy space, be my #1 client, and implement them in my life, journal, and reflect on my experiences.  


🇮🇹 #3 Finish up my sex, love, and intimacy coaching core requirements & coach as many hours as possible!



🇮🇹 #4 Finally, I will make many mistakes and have many failures and have my back through it all (basically, I don't sh### talk myself or dwell on what went wrong). 




So friends! Let's go! I will be back in October to share updates. 


How about you?


  • Is there a decision you need to make? If so, think about the worst-case and best-case scenarios.  See if that helps you get clearer on what you want to do.


  • What is your tolerance level for making mistakes and failing? If you are like me and most people, it is low. Follow along with this blog to learn how I am moving through this, and also reach out if you have questions and want some guidance for your specific situation.



Mandado tanto amore!! 💞💞


Lisette





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