Matt returns for a second go on the podcast as we dive into Gen Z fashion trends! Have the '80s and '90s just had a baby and its name is Gen Z? We also look back at our fifth camp retreat held a few months ago, reveling in our victorious volleyball match against a group of teenagers. Matt also shares with us a snippet of what he shared at the retreat when he got to speak for us one night, including the reminder that God is working and loves to work on us slowly.

Matt returns to share how he celebrates Thanksgiving with his Navajo family and helps us commemorate Native American Heritage Month. Matt and Tom also discuss the topic of "Side A" friendship -- that is, friendships with gay believers with an affirming theology. Matt mentions a new Side A friend he's made, and Tom discusses his own recent experience with a Side A person, comparing it with a stilted interaction from over a decade ago.

Matt’s been active in the YOB community for years, but why did it take so long for him to share his story publicly? He opens up about his long road of coming out to himself before he could ever come out to other people, referencing his Enneagram Three shame with authenticity and difficult emotions. He talks about taking metaphorical trips to the desert to lament his dreams of marriage, family, ministry, purpose, and influence, and he also beams about his sexuality's blessings, including a moment leading worship at his first YOBBERS retreat in 2021.

Keegan returns to the podcast after two and a half years to give another perspective on bisexuality in this SPANNING THE SPECTRUM sexuality series. He shares what resonated with Alex's bi episode, like the concept of "bi panic," along with how he contrasted with the conversation as well, such as feeling like a "minority of a minority" in our YOB community.

Tom hits the road and talks with longtime friend Matt in the same room! The guys cover their weekend together in the Land of Enchantment (New Mexico), from the magical Balloon Fiesta to mystical White Sands National Park and multiple church services interspersed! The guys reminisce on 12 years of friendship, affirming one another for the growth they’ve seen in the other. They also discuss straight guys in the backseat yearning for hot girls, sharing adventures with others versus going them alone, and Jesus' fulfilling the Tabernacle of old.

Just when you thought our Enneagram series was finished – we're back with another Ennea episode! We promise this ConvoCast will actually be the last one on the Enneagram (at least for a good while). We wanted to tie a bow on this series by bringing back Ben, who helped kick off this series on YOBcast 095, talking with somebody who doesn't identify as one particular Enneagram type but with multiple ones. This final episode of the series is for the "Enneagram wanderers" and "Enneagram prodigals" – those who find themselves bouncing and searching among several types, and those more apathetic (or perhaps antagonistic?) with the Enneagram. We hope this broader conversation on decision-making, vices, and virtues resonates wherever you stand with (or even against) the Enneagram!

Jesse discusses his inclination to order and perfection and how that has translated to a need to "clean up" before God, particularly with his sexuality. He shares his love for lists and how he's only recently begun to prioritize tending to his sexual and gender identity. He talks about his messy stress path into Four as well as his security into Seven, including how he embraces a more spontaneous, adventure-seeking nature with his guy friends -- but only for two hours at a time.

Ryan compares himself to how Julia Roberts orders eggs in Runaway Bride, and he also pleads with other types to let him just enjoy his wrong restaurant order! He discusses the Nine's ability to "merge" with other people's passions and personalities in a loss of personal identity, and we read some extensive YOBBER feedback that exchanges "peace" for "unity" as a Nine's primary motivator. We discuss some other feedback about coming out publicly as a Nine versus coming out selectively to "keep the peace." What happens at a church after Ryan comes out and serves in the children's ministry, and some parents are acting a little off? Finally, Ryan shares about the Nine's fear of neediness as he reacts to the neediness in others.

Tom welcomes back Marshall to catch us up on his pandemic-induced overworked, yet puppy-filled life on the farm! He shares what he has always enjoyed about our YOBBERS retreats and gives some context to his "bought the field" Xanga blog username of yesteryear. Finally, Marshall shares about one of his longtime single friends, now dating a girl, and the joy he finds as a "friend of the bridegroom."

In our season finale Tom welcomes back the "Steve Martin" of YOB podcast guests, Nate! Nate catches us up on life as a traveling artist with his giant suitcase of chalk, and he spearheads a conversation on profanity. How have our Christian upbringings impacted our approach to profanity, and is it ever okay for believers to use certain words? We also dive into character flaws and whether we can ever fully overcome those certain traits that come hardest for us. Finally, will Nate ever come back for another YOB podcast? Stay tuned for the season finale cliffhanger!

Tom welcomes back Kevin into the proverbial podcast studio for the first time in YEARS! They discuss his recent departure from the Jewel of the Blue Ridge, and then they talk about camp the whole episode. Going to camp. Growing at camp. Working at camp. Even kids who used to go to our camps who now work at camp. They linger on this question: would we ever work (or go to?) camp again?!

Tom welcomes back longtime YOB blogger, podcaster, and resident "sexpert" Matt for a deep dive into death, grief, and how these difficult seasons either shape us or harden us. They also give some love to fellow YOB brother Dean, the bizarre adult playground-museum that is Meow Wolf, and Tom's (almost 40-year-old) virginity.

Tom welcomes back YOB’s resident artist and cuddling aficionado, Eugene, for a discussion on physical boundaries between friends. They reference both Tom’s latest blog on crossing boundaries and Eugene’s latest blog on the nature vs. nurture debate! Additionally, Tom reveals some behind the scenes magic for rectifying the technical snafu that happened during last year’s ConvoCast recording with Eugene. And the guys bounce around a new name for what to call someone who isn’t quite a YOBBER (yet)!

Tom welcomes back Nate to explain why he’s suddenly now on TikTok after dissing the app in his last ConvoCast. Tom also gives some TikTok and book recommendations, and the guys delve into a conversation on control – namely, losing it – during this coronavirus shutdown.

Tom welcomes first-timer Eugene to the podcast to talk about writing some of YOB's most engaging blogs, his artistic process, losing his job amid the coronavirus pandemic, and the invaluable connections he's made through YOB and other outlets in St. Louis: the Side B capital of the world!

Tom kicks off this new semi-daily spinoff podcast with former YOBcast guest, Nate! We talk how coronavirus is affecting us, including the breaking down of our to-do lists and routines as God continues to move. Tom also shows Nate his recent driveway chalk art for some artistic critique, and we barely get into discussing "Tiger King."