Uploaded April 2026 | Updated September 2026, 1 week ago
In this episode, I speak with Amedeo Iaschi, an Italian investor and content creator, who has been living in the United States for the past 8 years, about his experience navigating dating and relationships in a completely different culture.
We dive into the realities of dating in the US: from interview-style first dates and the quickness of labeling “red flags,” to the feeling that modern dating can become repetitive and transactional. Amedeo also shares his perspective on loneliness, social life in the US, and how these factors can impact relationships and connection.
This conversation offers an honest look at the challenges of dating abroad, cultural differences between Italy and the US, and what it’s really like trying to build meaningful relationships as a foreigner.
Say hi to Amedeo: instagram.com/amedeo_iasci
Each week I will interview guests from all around the world on the topics of culture, connection and of course, dating. The goal is to go as deep as possible and to really understand where we all come from and how much culture influences our life.
Want to join the mailing list? https://datingbeyondborders.eo.page/newsletter
Say hi on Instagram: instagram.com/datingbeyondborders
Dating Beyond Borders channel: youtube.com/user/datingbeyondborders
0:00 Intro
1:40 Amedeo's story
5:30 Does he use the Italian stereotype to his advantage?
9:00 How do first dates differ in Italy vs US?
16:00 Are Americans quick to cut people off?
19:00 How isolation in the US plays into romantic relationships?
22:00 How does the social life make people's life in Italy better?
23:00 Why does US have a s*x recession?
27:00 How are Italian and American women different?
30:00 Does Amedeo approach women and get rejected?
35:00 Why is it so difficult for American men to date
39:00 Why it's great to live with your parents + mammonis
43:00 Political correctness + obsession with parasocial relationships
46:00 Everyone dresses the same in the US + are Italian men metrosexual
51:00 What's important on a date+ what I look for in conversations with men
56:16 Best thing about living in the US (+ what Italy lacks)
1:00:00 Does Amedeo see himself with an Italian or an American woman?
In this episode, I speak with Amedeo Iaschi, an Italian investor and content creator, who has been living in the United States for the past 8 years, about his experience navigating dating and relationships in a completely different culture.
We dive into the realities of dating in the US: from interview-style first dates and the quickness of labeling “red flags,” to the feeling that modern dating can become repetitive and transactional. Amedeo also shares his perspective on loneliness, social life in the US, and how these factors can impact relationships and connection.
This conversation offers an honest look at the challenges of dating abroad, cultural differences between Italy and the US, and what it’s really like trying to build meaningful relationships as a foreigner.
Say hi to Amedeo: instagram.com/amedeo_iasci
Each week I will interview guests from all around the world on the topics of culture, connection and of course, dating. The goal is to go as deep as possible and to really understand where we all come from and how much culture influences our life.
Want to join the mailing list? https://datingbeyondborders.eo.page/newsletter
Say hi on Instagram: instagram.com/datingbeyondborders
Dating Beyond Borders channel: youtube.com/user/datingbeyondborders
0:00 Intro
1:40 Amedeo's story
5:30 Does he use the Italian stereotype to his advantage?
9:00 How do first dates differ in Italy vs US?
16:00 Are Americans quick to cut people off?
19:00 How isolation in the US plays into romantic relationships?
22:00 How does the social life make people's life in Italy better?
23:00 Why does US have a s*x recession?
27:00 How are Italian and American women different?
30:00 Does Amedeo approach women and get rejected?
35:00 Why is it so difficult for American men to date
39:00 Why it's great to live with your parents + mammonis
43:00 Political correctness + obsession with parasocial relationships
46:00 Everyone dresses the same in the US + are Italian men metrosexual
51:00 What's important on a date+ what I look for in conversations with men
56:16 Best thing about living in the US (+ what Italy lacks)
1:00:00 Does Amedeo see himself with an Italian or an American woman?










