Podcast: 15 Years of Milan Obsession

Milan Obsession has reached an impressive milestone: It has been 15 years since this blog was created, and this podcast is also 13 years old. In a full circle moment, Allegri is back at the club, and if it is to become a complete circle, then we should be winning the Scudetto this season (but don't hold your breath on that one, the AIA are beyond corrupt.) Instead of just having a guest or two, I took a trip down memory lane and found a clip from each year of the podcast that also chronicles Milan's history during that time, and shared a little bit about my own personal journey and presented a new challenge for the next 15 years.

15 long, beautiful, painful, glorious, stressful, amazing years of Milan worship

On this Episode: 

• Background of Milan Obsession

Guest clips:
2013: Episode 1 "Happy Birthday Milan Obsession!" with Jovan 🇲🇪
2014: Episode 27 "Happy 3rd Birthday Milan Obsession" with Francesco 🇦🇷 and Derek 🇺🇸
2015: Episode 60 "Mission Possible" with Kristian 🇳🇴
2016: Episode 77 "Montella Time" with Vinny 🇨🇦
2017: Episode 155 "Still Looking for Answers" with Susy 🇬🇧
2018: Episode 116 "Return of the King" with Ricardo 🇺🇸
2019: Episode 141 "Milan in USA" with Jesús 🇺🇸
2020: Episode 154 "Chat with Asmir Begović" with Asmir 🇧🇦
2020: Episode 182 "The Golden Age of Serie A" with Jonathan 🇬🇧
2021: Episode 202 "Are Milan a Dark Horse This Season?" with Glenn 🇦🇺
2022: Episode 217 "Beautiful Mayhem" with Frankie 🇬🇧
2023: Episode 224 "The 10th Anniversary Episode" with Massimo 🇺🇸 and Sofia 🇺🇸
2024: Episode 234 "Season Preview: Fonseca Season" with Pete 🇺🇸
2025: Episode 235 "Epic Celebration Anniversary Edition" with Christina 🇺🇸

• My Personal Journey
• The Three Reasons Milan Obsession was formed
• Clip from Episode 230 "Girls at the Milan Game" with Sofia
• The next 15 year challenge



Download this Episode 


Truly, thank you to every single person who has read this blog, written a guest post, participated in the comment section, listened to the podcast, or been a guest on the podcast. This 15 year personal journey has become a worldwide Milan journey, and it would be really strange without all of you. I truly treasure all of the friends I have made throughout the years.

You can find Elaine on BlueSkyInstagram, and Twitter to keep up with news and new posts or generally find out if she still exists and if people are keeping up with the new challenge online.


Subscribe to the Milan Obsession Podcast and listen on Apple, Spotify, Amazon Music, or anywhere you get your podcasts.



Our next match is:
Campionato Primavera 1 Week 27
Roma Primavera vs. Milan Primavera
Sunday, March 1, 2026 • 11:00 CET (5am EST)
This match is not being televised in the U.S.




Serie D Week 26
Milan Futuro vs. Folgore Caratese
Sunday, March 1, 2026 • 14:30 CET (8:30am EST)
This match should be able to be streamed LIVE on Milan's DailyMotion channel





Serie A Week 27
Cremonese vs. Milan
Sunday, March 1, 2026 • 12:30 CET (6:30am EST)
In the U.S., this match can be streamed for free on DAZN (in Spanish,) or on Paramount+,
or use a VPN to access better coverage



Podcast: 15 Years of Milan Obsession Podcast: 15 Years of Milan Obsession Reviewed by Elaine on Rating: 5
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