Best Milan Obsession Podcasts (2024)

1
Episode XV: 2026 Milan-Cortina Winter Olympics/2028 Los Angeles Summer Olympics 23:01

3M ago23:01

23:01

Matt and Bowen are keeping the Olympic flame alive with a look ahead to the 2026 Milan-Cortina Winter Olympics and the 2028 Los Angeles Summer Olympics! They discuss which athletes and events will be on display during the 2026 Milan-Cortina Olympic Winter Games — the first official Games with multiple host cities. Matt relives his previous trips to…

1
Episode XIV: The 2024 Paris Paralympic Games 20:07

3M ago20:07

20:07

Still looking for some Olympic competition? Look no further than the 2024 Paris Paralympic games and the latest episode of the Two Guys, Five Rings Podcast....or should it be the Three Agitos now? Matt and Bowen spotlight the athletes and storylines that hopefully result in a gold medal finish! Continue touring Paris and join our hosts in rooting f…

1
Season Preview: Fonseca Season 39:36

3M ago39:36

39:36

This summer has been yet another summer of major changes at the club, with a number of new managers and even a new U23 team, Milan Futuro. Obviously, Pete was the perfect guest to help catch us up with everything that happened and discuss what lies ahead. We covered the players in and out this summer, briefly discussed the summer friendlies, and th…

1
Episode XIII: The Closing Ceremony 29:35

3M ago29:35

29:35

The Closing Ceremony of the Paris Olympics happened Sunday as the torch is passed onto Los Angeles! Matt Rogers and Bowen Yang tally up the medals and look at some of the final performances of these Olympics. Will we see Simone Biles in 2028? What sports could be added by the time the Games reopen in LA? Find out in the latest episode of the Two Gu…

1
Episode XII: Raising the Bar! 21:27

3M ago21:27

21:27

Bowen and Matt are abuzz over the latest slo-motion replay coming out of Paris! When can NOT winning a medal actually make you more famous than being on the podium? Simone Biles closed out her record-breaking Olympics and Noah Lyles inspired our hosts by winning gold! Matt was searching for his track shoes as we closed out the latest episode of the…

1
Episode XI: The Jobs of an Olympian 26:43

4M ago26:43

26:43

Bowen and Matt are now Olympians at heart! And just like them, many real Olympians have careers beyond being elite athletes. This episode of the Two Guys, Five Rings podcast goes from the emergency room to Harvard University, and even makes a stop at a bakery! Find out what some of the best athletes in the world do when they are not, well, trying t…

1
Episode X: The 2024 Paris Games are Underway! 30:20

4M ago30:20

30:20

Matt and Bowen are swelling with patriotism as the Games have started and medals are being handed out! Team USA women’s gymnastics won gold, but our hosts think Celine Dion was the first star of Paris! Swimming and Diving have us on the edge of our seats, but Matt points out one event that he believes needs to be added to the Olympics. Check out th…

1
Episode IX: Olympic Icon Greg Louganis 20:49

4M ago20:49

20:49

When Matt Rogers and Bowen Yang think Olympic perfection, it’s Greg Louganis that comes to mind. The Olympic legend drops by for an engaging conversation on competition and why he gave away two of his gold medals. Greg recalls his amazing performance in 1988 while revealing the battles he fought just getting ready to dive in Seoul. Find out what st…

1
Episode VIII: The Opening Ceremony 29:34

4M ago29:34

29:34

C’est ici! It’s here! The 2024 Olympic Games are ready to open with a spectacle on the Seine. Bowen and Matt host their own preview party with memories of past Opening Ceremonies while daydreaming of what will happen in Paris! Lady Gaga? Celine Dion? An unbelievable duet? Spend some of the remaining hours before the Olympics begin with The Two Guys…

1
Episode VII: More Athletes Matt and Bowen are Watching 30:34

4M ago30:34

30:34

Matt Rogers and Bowen Yang add to their list of Olympians they’ll be watching in the Paris Games. After being in awe of what some of these athletes can accomplish in just :10 seconds, our hosts put Breaking’s Victor Montalvo and Surfing’s Carissa Moore in the spotlight! Plus, Bowen believes one athlete’s story could inspire his next ‘rom-com’ proje…

1
Episode VI: The Sacred Flame 31:55

4M ago31:55

31:55

As the torch makes its way to the Seine for the Opening Ceremony, Matt and Bowen discuss the Olympic flame. Despite its dark origins and the mishaps along the way, the flame remains the enduring symbol of the Olympic spirit as the best athletes from around the world come together in sporting competition. See omnystudio.com/listener for privacy info…

1
Episode V: Historic Olympic Moments with Bowen and Matt 37:06

4M ago37:06

37:06

The Paris Olympics are drawing near and while we await the next generation of historic performances, Matt and Bowen look back at the iconic achievements of Games past. Kerri Strug and the Magnificent Seven win the first women’s gymnastics team gold, the jaw-dropping performance of Greg Louganis in Rio, and one athlete that’s made headlines in the O…

1
Episode IV: What’s Nouveau About the Paris Games? 34:25

4M ago34:25

34:25

‘Breaking’ makes its Olympic debut and Matt and Bowen need to get familiar with all the breakdancing lingo! This episode of the Two Guys, Five Rings podcast introduces you to the faces of the sport, and reveals if either of our hosts can ‘top rock’ or ‘freeze’? Also, hear about the changes being made to artistic swimming, and which Taylor Swift son…

1
Episode III: Tour the Olympic Village with Matt and Bowen 31:38

4M ago31:38

31:38

Matt and Bowen take us through a tour of the Olympic Village and all it has to offer! What amenities are available to this community of athletes when they’re not competing? In this quiet village, we discover who is the ‘Beauty’ and who is the ‘Beast’ of the Two Guys, Five Rings Podcast! Bring a baguette and enjoy our latest tour of Paris and the 20…

1
Episode II: The Sandy Boys and the Top Athletes in Paris 32:26

5M ago32:26

32:26

It's official! The Two Guys and the Five Rings are taking the world by storm! The Sandy Boys (Bowen Yang and Matt Rogers) are back this week talking about Simone Biles, Katie Ledecky, Caeleb Dressel, and other athletes they are going to have their eyes on at the 2024 Paris Olympics. See omnystudio.com/listener for privacy information.…

1
Episode I: The 2024 Paris Games Preview 32:38

5M ago32:38

32:38

Welcome to ‘Two Guys, Five Rings’! On this episode, hosts Matt Rogers and Bowen Yang open the door on the 2024 Olympic Games and let you into the iconic arenas of Paris and beyond (surfing in Tahiti!). As we tour the venues, Matt and Bowen highlight some of the dramatic storylines, setting the stage for what’s at stake for the athletes come July. F…

1
Introducing: Two Guys, Five Rings: Matt, Bowen & The Olympics 2:12

5M ago2:12

2:12

See omnystudio.com/listener for privacy information.By iHeartPodcasts

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The State of Milan 42:46

8M ago42:46

42:46

While people have been assessing the state of things, I asked longtime guest of the podcast Pete to return and discuss the current state of Milan. On the State of Pioli, we also had a rebuttal from Katie Britt of Alabama (bet y'all didn't know she was a Milan fan.) But mostly, we discussed the recent Milan matches, Pioli's tenuous position at the c…

1
Uncharacteristic Optimism, Anniversary Edition 42:56

9M ago42:56

42:56

This week marked the thirteenth anniversary of the Milan Obsession Blog and the eleventh anniversary of the Milan Obsession Podcast. To help mark the occasion and help recap recent matches and discuss all things Milan, I invited Sal from the Curva Mundial Podcast back on. We took a quick trip down memory lane, talked about the amazing new fourth ki…

1
Can Milan's Injury Crisis Be Solved? 40:33

11M ago40:33

40:33

The catastrophic injury crisis at the club right now is so severe that I actually recorded a podcast about it. And I honestly don't know which of those things is more shocking or distressing. However, I did not take my task lightly, I wanted to talk to someone with some expertise. So I invited David back, who is a lifelong Milan fan, but is also a …

1
Girls at the Milan Game 37:20

1+ y ago37:20

37:20

With Milan in the USA, I wanted to talk to someone who attended one of the friendlies, so I invited Sofia back on, since she attended Juventus-Milan with me. We caught up on the recent news, the transfers, then we talked about the earlier friendlies, as well as the team here in Los Angeles. Finally, we talked about what it was like to be in the sta…

1
Cardinale's Milan: Nothing Is Defined 49:47

1+ y ago49:47

49:47

With a tumultuous June, Milan dove head first into July and the transfer window. To share his Milan Origin Story and help me recap everything that is happening at the Club, I invited fellow Los Angeles fan, Nolan for this podcast. We talked about the sporting sector, the players who left, the players who returned from loan, the new signings, and tr…

1
The One About Maldini, Tonali, and Cardinale 41:29

1+ y ago41:29

41:29

After qualifying for the Champions League, Ibrahimović retired, Cardinale sacked Maldini and Massara, and everything has fallen apart for Milan. Despite the hopelessness surrounding the club and a Maldini-free future, the transfer market, and the future, new guest Furat joined me to share his origin story and talk about (read: rant) everything happ…

1
Making Milan Champions Again 53:34

1+ y ago53:34

53:34

Milan missed out on all of their opportunities for trophies, including exiting Champions League in the semifinal against Inter. Now we have two games left to make top four and be eligible to compete next year, so I invited a new guest, Sal, of the Curva Mundial Podcast to join me and discuss all things Milan. We discussed his Milan origin story, di…

1
Champions League Semifinal Derby Preview • AC Milan vs. Inter Milan 41:11

1+ y ago41:11

41:11

The last time we met Inter, it was our worst match of the season. Now, we meet in our biggest matches of the season in the Champions League semifinals. To help preview this match, and catch up on all things Milan, I had Boaz join me for this podcast. Boaz was actually at one of the semifinal matches 20 years ago vs. Inter, but we had plenty to talk…

1
The Perfect Storm 55:58

1+ y ago55:58

55:58

Sometimes things, big things, happen in life that stand in the way of getting things done. Other times, everything just converges and creates the perfect storm. The first reason is why this episode is being published literally a week late. But the second was the point of our whole discussion. Milan have faced a perfect storm this season, and we nee…

1
The 10th Anniversary Episode 33:25

1+ y ago33:25

33:25

This podcast has somehow survived for ten years... barely. And the blog has been around even longer, for twelve years, with over 2500 posts celebrating Milan. To celebrate these shocking accomplishments, I invited two very special guests on the show, my own Massimo and Sofia. They shared their Milan origin stories, we talked about news and recent m…

1
Milan-Tottenham: Parallel Universe 34:16

2y ago34:16

34:16

Milan are finally back in the Champions League knockout round facing Tottenham on Tuesday. For this Frenemies podcast, I had the good fortune of having the legendary Spurs expert Ricky Sacks of Last Word on Spurs to help me preview the match. We found out about Ricky's background as a Spurs fan, then compared notes on our two teams to find how much…

1
Milan Season Survival Guide 35:28

2y ago35:28

35:28

Despite having lost to the Champions of Arabia in the Derby, Søren was kind enough to join me to discuss how to survive the rest of this season with Milan (Spoiler alert: it involves a lot of alcohol.) We caught up on the latest news, including the Champions League list, injuries, and then ran down recent matches, and we even discussed the tenuous …

1
Identity Crisis 38:23

2y ago38:23

38:23

Milan have had ten days and four matches where they have lost their way. Having been knocked out of the Coppa Italia by Torino, then losing the Supercoppa to Inter, it is safe to say they are having an identity crisis. At this time of mourning, the courageous Boaz, from the epic Scudetto Podcast joined me for a Milan Depression Podcast to discuss a…

1
Where We Stand 44:04

2y ago44:04

44:04

With the World Cup splitting this season into two parts, Nate from Milan Club of DC helped me talk about where Milan stand after matchday 15 ahead of the World Cup break. He also shared about traveling to Milano for the Chelsea-Milan Champions League match. We caught up on Milan news, the World Cup callups, and recent matches, and discussed the imp…

1
Back Where We Belong 37:59

2y ago37:59

37:59

After nine long years, Milan are back in the knockout round of the Champions League. Oh, and the podcast is back, too, with Boaz, the legend from the epic Scudetto Podcast as my guest. Despite some technical difficulties, we caught up on the latest in Milan news and recent matches, and then discussed the Champions League Group Stage and the Primave…

1
Win, Rinse, Repeat 51:02

2+ y ago51:02

51:02

With the new season about to kick off, I invited Francesco to help catch us up on everything Milan, including all of the changes in the transfer window to date. We talked about news and highlighted all of the recent preseason friendlies, as well as looked ahead at the coming season. We also talked about Milan's chances of repeating the Scudetto win…

1
Beautiful Mayhem 39:37

2+ y ago39:37

39:37

victory parade through Milano. After 11 years of suffering, fans all over the world rejoiced together with this victory. To celebrate, I invited Frankie, who made the pilgrimage to Milano for the celebrations and shared with us what it was like to be in the middle of the beautiful mayhem. On this Episode: · Milan Fandom · News · Milan 2, Atalanta 0…

1
Destiny 33:57

2+ y ago33:57

33:57

After a forced ritiro due to health and family reasons, the podcast is back with a vengeance. Literally, I am seeking some vengeance from an entire season of suspicious referee calls. But luckily, Boaz, of the Scudetto podcast, was more reasonable, and together we were able to celebrate recent wins and discuss the latest news and speculate on how t…

1
Football Is for Everyone 36:20

2+ y ago36:20

36:20

Recorded on International Women's Day, I invited Jenn from Her Game Too USA on the podcast to talk about sexism in football and how it impacts the beautiful game. Jenn has been following Liverpool since 2006 and is also a fan of the Chicago Fire, and on the board of DeKalb County United in addition to being the admin for the new Her Game Too accoun…

1
Serbian Dreams 41:14

2+ y ago41:14

41:14

Recorded after the Napoli win, I had invited our Serbian correspondent, Igor, to talk about our recent matches and all things Milan. We celebrated Milan being top of the table again, as well as his dreams for Milan this season. He also did a little scouting report on our new Serbian striker, Marko Lazeti·, who also comes from Belgrade. On this Epis…

1
Podcast Frenemies 37:38

2+ y ago37:38

37:38

Ahead of the Coppa Italia Derby, I invited perhaps the most shocking Milan Obsession guest of all time... an Inter supporter. Frank was brave enough to join me to talk about his Serie A and Inter fandom as well as our respective recent matches and all things Milan and Inter ahead of our Coppa Italia semifinal first leg. On This Episode: · Inter/Ser…

1
The EPIC Worldwide Anniversary Episode 41:58

3y ago41:58

41:58

The Milan Obsession blog is 11 years old, and the podcast is now nine years old, so of course I had to plan some EPIC podcast guests. A worldwide lineup included Glenn in Australia, Boaz in Israel, and myself in California, USA. We discussed the news, the Sampdoria match, the San Siro pitch, and then chatted about our season favorites so far. On Th…

1
Acceleration 43:19

3y ago43:19

43:19

Milan are quickly accelerating toward not one but two trophy dreams, with the goal of at least achieving Champions League again. I invited Nathan, founder of Milan Club of DC, to join me and talk about the Derby and Coppa Italia wins this week, plus catching up on the mercato and all of the news around Milan. On this Episode: · Milan News·· Italy N…

1
Only in Italy 33:32

3y ago33:32

33:32

Serie A has kicked off 2022 with more drama surrounding COVID-19 cases. Milan have also kicked off 2022 with back to back wins, despite missing so many players, including five players who have tested positive for COVID-19. Joining me from Argentina this time to catch up on all things Milan was our longtime friend Francesco, aka the President Curva …

1
A Plea for Babbo Natale 36:29

3y ago36:29

36:29

Just in time for Christmas, Boaz of the Scudetto Podcast caught up with me on Milan news, including the latest on the new stadium, as well as recapping the recent matches, the Champions League exit, and the ever-present Milan injury list. We made a plea to the Italian version of Santa, Babbo Natale, for a wish for the coming year. On this Episode: …

1
Post-Derby Decompression 44:06

3y ago44:06

44:06

Catching up with Milan is one thing, but being able to sit down after such an intense Derby is something else altogether. I invited Nathan from Milan Club of DC to help me break everything down, discuss recent matches, and talk about where Milan are, where we are going, as well as Pioli's accomplishments and future at the club. On this Episode: Mil…

1
The Importance of Being Milan 33:13

3y ago33:13

33:13

The injuries at the club are soul-crushing, and Tuesday's loss to Porto in the Champions League did not help the mood, either. Taylor joined me to talk about all of the injuries, news, and more happening at the club right now. A common theme was the importance of being Milan. On this Episode: • News • Milan-Verona • Porto-Milan • Injuries • Quote o…

1
Atalanta Frenemy 37:43

3y ago37:43

37:43

Milan are flying high after remaining undefeated after seven Serie A matches, but for this podcast I invited a guest who was our opponent on Sunday, and he was kind enough to speak to me following Atalanta's defeat. Kenny from the Scudetto Podcast joined me to talk about how he became an Atalanta fan, our team's respective fortunes so far in Serie …

1
Notwithstanding Injuries 39:08

3y ago39:08

39:08

Milan survived an epic week with three massive games, pulling four points but plenty of positive comments about our performances. All of this notwithstanding a new list of injuries that is more difficult to explain than in previous seasons. Once again, I invited Boaz from Scudetto Podcast to catch up on the matches, some Milan news, and to discuss …

1
Calm Before the Storm 41:02

3y ago41:02

41:02

International breaks can be kind of boring for fans who love their club teams, but this one has been a bit of a calm before the storm. Adreano from The Calcio Guys joined me this time to discuss the latest in Milan news, including the Champions League, players on International duty, and the mercato. We also previewed the upcoming Milan-Lazio match …

1
Something to Talk About 40:57

3y ago40:57

40:57

The opening two matches of the season gave Milan fans plenty to talk about, and something to smile about as well. We witnessed the Champions League draw, players are going on international duty, and the mercato is spinning deliriously to a halt. With all of this big news, I needed a lifelong Milan fan to talk to, so I invited Igor from Serbia back.…

1
Are Milan a Dark Horse This Season 53:52

3+ y ago53:52

53:52

Although Milan finished second this past season, pundits and oddsmakers are predicting them finishing lower on the table this year. I invited Glenn from @tifosidownunder back on to help me try to figure out why. We also tried to understand why Puma made a pajama top for our third kit, review the mercato, friendlies, and more. Catch up on everything…

1
Mercato Battle Plan 51:45

3+ y ago51:45

51:45

After Milan qualified for the Champions League, so much has happened. For this episode, Rui joined me to catch up on all things football. While some players have had some time off, others had surgery, others have been representing their national teams. With the Euro final ahead of us on Sunday, and Milan players returning to Milanello, there is so …

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