According To Wes

According To Wes

Finding the humor in everyday life and trying to understand what that means to me. Join me on this never ending journey of self improvement and reflection with the help of friends.

Episodes

May 17, 2026 80 mins

A woman spots what looks like her old wedding diamond on her ex-husband’s new fiancée and wants to “do the right thing” by telling her. That one scenario opens a much bigger door for us: when does honesty become interference, and when is “closure” really just unfinished feelings? We break down why co-parenting boundaries matter, how petty choices can spill onto the kids, and why sometimes the smartest move is staying out of busines...

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Indecision does not just slow you down, it drains you. If you have ever stared at a menu for ten minutes or replayed a big life choice until the moment passes, you have felt how analysis paralysis steals time, energy, and joy. I dig into decisiveness as a practical, trainable quality that can make or break a career path, a relationship, or a long-term plan, and I explain why being decisive is not the same thing as being reckless.

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Somebody can be “family” and still put your future at risk. We start with a heavy reality check about loss, unexpected illness, and how fast life can flip when you don’t see what someone is carrying. We also talk about what support actually looks like when you can’t solve the problem, only show up with consistency, calls, and real care.


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Generosity has been marketed like it’s a dollar amount, but I see it as something harder and more valuable: a state of being. I unpack what generosity really means, including its roots in “noble spirit,” and why the difference between charity and generosity matters. Charity can be a moment. Generosity becomes a way you move through your day, with your time, your attention, your words, and your energy.


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A $125 grocery run for “not even a lot” of food turns into a bigger question: when money gets tight, what do couples do next, and who gets a say? We kick things off with cost of living reality, why meat prices make grilling feel like a luxury, and how trying to eat clean can clash with a tighter budget. If you’ve looked at your cart lately and thought, “Wait, that’s it?”, you’ll feel this one.


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March 25, 2026 14 mins

You can be your own biggest supporter and still act like a stranger gets the final vote on your worth. I sit with a sharp old quote that exposes a modern problem: we’re wired to protect ourselves, yet we keep handing our confidence to titles, salaries, grades, and social media likes. When that happens, self-worth becomes a fragile reflection that changes with every room we walk into and every feed we scroll. 

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March 18, 2026 13 mins

Your worth isn’t a number on a screen, a title on a business card, or a highlight reel on social media. I’m digging into a deceptively simple Stoic line often attributed to Marcus Aurelius: “A person’s worth is measured by the worth of what he values.” Once you sit with it, it flips the modern definition of success on its head and forces a more honest question: what do you actually cherish, protect, and pursue when life gets loud? ...

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You know that moment when the family photo matters more than the people in it? We start with jokes about hangovers, sliders, and the vanishing act of mac and cheese, then take a sharp turn into what really counts: presence over pageantry. A parent’s devastating accident becomes the test—who called, who helped, and who pretended nothing happened. We unpack the quiet ways families fail each other and map out how to turn “thoughts and...

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What if the quietest move is the most powerful one? We explore deference as a deliberate act of strength—less about giving up your voice and more about choosing when to honor the right voice at the right time. Instead of equating respect with weakness, we reframe deference as a fast track to wisdom, a trust-builder on teams and in families, and a subtle engine for influence when everyone else is trying to be the loudest in the room...

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February 4, 2026 15 mins

What if the most expensive waste of time is the chase itself—the endless loop of clicks, bites, buys, and swipes that never quite deliver what they promise? We pull apart the difference between a quick hit and a lasting glow, showing how the hedonic treadmill and dopamine’s “more” drive keep us busy but unsatisfied. Instead of vague self-help, we map the biology, the economics, and the philosophy—then bring it down to earth with ra...

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A snow day sets the stage for a bigger story about work, home, and respect. We start with the real playbook for winter survival—shovel before sleet, salt smart, and only clear what you need to drive out. That everyday strategy opens into a sharper question: when one partner handles the house and the other clocks in, what does fairness actually look like? We share the unfiltered truth about telework theater, “emergency essential” po...

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January 15, 2026 12 mins

First, we dismantle the illusion of “later.” Procrastination thrives on the myth of endless tomorrows, so we show how to ground yourself in the present with small, meaningful actions that actually move your life. Then we turn to mortality as a filter, not a fear trigger. When you accept that time is finite, petty arguments, chasing approval, and shallow distractions lose their grip. You start to ask better questions about how you s...

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January 7, 2026 20 mins

A calmer day often starts before the day starts. We take Marcus Aurelius’ blunt morning mantra—expect interference, ingratitude, insolence, disloyalty, ill will, and selfishness—and turn it into a practical routine that lowers anger, strengthens boundaries, and grows compassion. Instead of waiting to be blindsided by messy human behavior, we walk through how to anticipate it, name it on contact, and choose a response that protects ...

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December 17, 2025 63 mins

A surprise BOGO crab haul sets the table for one of our most honest money conversations yet. We go from twenty shells and a freezer full of claws to the quiet math of family finances—how a house down payment empties savings, how “you got it” becomes a habit, and why clear rules save relationships. Then we hit the spark: a mom uses life insurance to wipe out roughly $60K of her daughter’s student loans after pushing her into college...

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A single quote from Marcus Aurelius can reset how you see your day, your people, and your purpose. We unpack “be your own master” by rotating through four practical lenses—person, human being, citizen, and mortal creature—and show how each one shifts the choices you make under pressure.

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December 1, 2025 58 mins

A simple question with a heavy cost: if you loan your partner $10,000 for a car, do you expect it back? 

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November 24, 2025 15 mins

Ever wake up to a wave of pressure before your feet hit the floor? We offer a Stoic counter move: start the day by naming four privileges—being alive, to think, to enjoy, to love—and watch how anxiety softens while purpose sharpens

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October 22, 2025 13 mins

What if the pain you’re avoiding is the very thing that could set you free? We take a hard look at a Stoic claim—“the truth never harmed anyone; what harms us is to persist in self-deceit and ignorance”—and test it against real life. From medical diagnoses and failed business bets to the slow leak of unspoken resentment in relationships, we explore why the sting of truth is acute but corrective, while the comfort of denial quietly ...

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October 6, 2025 72 mins

A wise man once said, "You only really need what you need - all the other stuff is stuff you want." This deceptively simple wisdom sets the stage for our most candid conversation yet about money, marriage, and the uncomfortable truths we rarely discuss.


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What if the most powerful tool for transforming your life has been misunderstood all along? Optimism—not the superficial, smile-through-everything kind—but the gritty, realistic force that acknowledges difficulties while refusing to be defined by them.


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