Tom and Will are back! The guys talk about New Year’s resolutions and how to implement change in general. They answer a question from a young man who is concerned that he’s “wasted” his age 14-17 years and it’s too late for him to take up a new sport.

Tom and Will reminisce about past relationships, young love, and the importance of the DTR (defining the relationship). They address a question from a young woman struggling to recover from being ghosted by her boyfriend (weak move, bro).

Tom and Will address a situation in which a young man gets so anxious before basketball games that he is physically nauseous. As a result of his anxiety, he decided not to try out for the high school team this year. However, his identity is so intertwined in the game that he feels he’s lost his sense of self and that the only thing he was good at is now gone.

The guys share their own experiences with anxiety and coming to grips with “losing” a part of themselves as the seasons of life change. They offer suggestions in how this young man may overcome this fear and regain his passion for the sport.

After a disgruntling week, including a "dust up" at work between them, Tom and Will consider dropping everything and living as expats in the Philippines or Costa Rica.

With the internal conflict resolved, the guys answer a question from a young man who has been challenged to a fight but doesn't want to participate. The guys encourage the young man to do everything he can to avoid coming to blows, offering options that may help cooler heads prevail. Will suggests an alternative proposition that could flip the scenario on its head and make the aggressor put his money where his mouth is.

Happy Thanksgiving!

Tom sits down with one of his best friends, Justin, to talk about life. The guys dissect the nature of relationships, whether it's friendship or marriage, and how to improve and strengthen both.

Justin shares a revelation from a substance-free pseudo-psychedelic experience and how it transformed his life and has led to a stronger and healthier relationship with his family.

The guys also address a suite of questions from three young men, which all circle the main theme of not knowing the next step to take in their lives. Truth-bombs abound in this insightful conversation.

After a lively conversation about road trips and pee breaks, Tom and Will offer advice to a 15-year old young man who is in over his head trying to manipulate his weight.

Will puts his expertise on display as he talks the young man through some of the technical aspects of calorie counting and cautions him against any kind of significant restriction. He also drops a fat deuce on the notion of the BMI index as an indicator of health.

Tom echoes Will’s concerns about the potential for negative health outcomes and emphasizes that young men need to be OK with being a bit “fluffy” as they grow into their bodies.

Tom and Will discuss a question posed by a 15-year old young woman whose 18-year old friend is making a classic proposal. The guys share some perspective with this young woman while thinking back on their own intentions and behavior at this transitional point in life.

Will makes the argument that we ALL use one another in some way, shape, or form, while Tom invokes Taylor Swift to help differentiate between different types of love.

Tom and Will dive into one of Will’s favorite subjects: personal finance! A question about a young person’s relationship with money takes Will back to when his mom used to drive him to buyer’s clubs and he spent a lot of his time plotting his financial assent. The guys talk about their personal relationships with money and offer some counsel to this up-and-comer.

Will's recommended reading list:

Rich Dad Poor Dad - Robert Kiyosaki

The Total Money Makeover - Dave Ramsey

A Random Walk Down Wall Street - Burton Malkiel

I Will Teach You to be Rich - Ramit Sethi

The Psychology of Money - Morgan Housel

The Richest Man in Babylon - George Clason

Think and Grow Rich - Napoleon Hill

Tom and Will tackle one of the most sensitive, shame-ridden, and serious topics young people face: sexual abuse.

A young listener suspects his friend is being sexually abused by a family member and wants to help. Tom draws on his personal experience with sexual trauma to offer guidance in how to move forward. He also tries to explain how the internal conflict - heavy with guilt and shame - can be a barrier to victims in coming forward and seeking help in situations like this.

Tom invites his friend Elvir to join the podcast for a conversation about struggling with academics. Elvir’s experience coming to this country as a refugee in the 8th grade without speaking English, as well as his garbage GPA in high school, offers a unique perspective on overcoming academic challenges and negative self-talk. Tom cautions this young woman against getting trapped in the lie that she is “dumb.”