A WORK IN PROGRESS

A Work In Progress

Welcome to A Work In Progress. Hosted by Ty Hamilton and Taylor Massie, this is the space where ambition meets authenticity. Every week, we sit down for the conversations people are actually having about life, relationships, careers, culture, dreams, setbacks, and everything in between. Whether we’re sharing our own experiences or learning from our guests, one thing remains true: nobody has all the answers. We’re all evolving, growing, and figuring it out one day at a time. Because at the end of the day, we’re all a work in progress.

  1. Aug 25

    Lets go bowling

    Episode turns into a brutally honest, hilarious conversation about modern dating, relationship privacy, and why everybody seems to be lying online. Taylor, Ty, and Durrell unpack the difference between what people post and what actually happens behind closed doors, from messy social media callouts to why keeping your relationship off the internet might be the smartest move you make. The conversation gets real fast. The crew debates mama's boys, boundaries with parents, why some relationships feel impossible to keep healthy in the age of validation, and what makes a first date actually work. Bowling, Top Golf, museum dates, picnics, game nights, and the eternal question of whether competition is flirty or just exhausting all get put on the table.You'll also hear the kind of off-the-rails banter this crew is known for: zodiac slander, tattoo talk, first-date horror stories, bad breath, social media behavior, and a very unfiltered discussion about what people really want in love now. Ty shares new music updates from his Pistol City EP, Durrell reacts to the sound, and Taylor keeps the room moving with her sharp, no-nonsense takes.We break down: Why public relationship complaints usually say more about the poster than the partnerThe problem with oversharing your love life for likes and commentsWhat makes a first date feel fun instead of like an interviewWhy privacy, patience, and actual chemistry matter more than performative datingTy's upcoming music plans and the creative vision behind his new projectTaylor Massie, Ty, and Durrell bring three different perspectives and one very loud group chat energy to an episode that feels like hanging out with your funniest friends while they argue about life, love, and who's actually got a point.Perfect for anyone who wants real talk, smart opinions, and a lot of laughs with their relationship advice.

  2. Aug 24

    16 minutes late

    EPISODE DESCRIPTION - Ready to publishA reunion episode with real energy, sharp opinions, and the kind of unfiltered conversation that only happens when the crew is finally back in the same room. Ty, Durrell, and Taylor Massie pick up right where they left off - trading jokes, calling each other out, and turning a simple catch-up into a nonstop debate about work, money, dating, style, and the chaos of adult life.Ty opens with the grind: long commutes, low wages, and the pressure of trying to level up without settling for less. Durrell pushes the conversation toward escape plans, financial goals, and what it actually takes to get free. Then Taylor Massie arrives with the kind of energy that shifts the whole room, and the episode turns into a fast-moving mix of late arrivals, courtroom stories, fashion arguments, and brutally honest takes on what it means to be independent, desirable, and still trying to build something real.You'll hear them break down: why $18 an hour is not enough in the real worldthe differences between independence and trying to be "alpha"how consistency changes relationshipswhy social media has warped what people expect from dating, money, and successhow music has changed when nobody wants to read, study, or build vocabulary anymoreTy - host, driving the conversation with jokes, pushback, and real-life reflections on work, relationships, and ambition.Durrell - guest, bringing the perspective of someone focused on money, movement, and building a plan for the future.Taylor Massie - guest, adding sharp commentary on dating, independence, culture, music, reading, and the way social media reshapes everything.Taylor Massie brings a particularly sharp lens to the conversation, connecting everything from music to reading to why so many artists sound the same. The crew also gets deep into the role of producers, the pressure to stay viral, and why attention spans seem to be shrinking by the minute.By the end, the episode is doing what the best group conversations do - mixing humor, real life, and uncomfortable truths until the line between entertainment and insight disappears. Perfect for anyone who loves raw back-and-forth, messy honesty, and the feeling of sitting in on a conversation that could only happen between people who really know each other.

5
out of 5
13 Ratings

About

Welcome to A Work In Progress. Hosted by Ty Hamilton and Taylor Massie, this is the space where ambition meets authenticity. Every week, we sit down for the conversations people are actually having about life, relationships, careers, culture, dreams, setbacks, and everything in between. Whether we’re sharing our own experiences or learning from our guests, one thing remains true: nobody has all the answers. We’re all evolving, growing, and figuring it out one day at a time. Because at the end of the day, we’re all a work in progress.