The Ultimate Comeback Series: Choosing your comeback vs being forced into one w/ Whitney Uland
Release Date: 09/10/2026
The Ultimate Comeback Series: What to do at the turning point to have a hockey stick comeback w/ Lindsey Mango
How to Get Over Your Ex
There's a stretch before the comeback even starts that this episode names! The part where you already half-know something's wrong, but you keep it quiet, keep functioning, keep telling yourself it's fine, sometimes for a year or two before the truth actually lands. In this episode, Lindsey Mango joins Dorothy to talk about that exact stretch: the discomfort of sitting on a truth you're not ready to act on yet, and why for her, once that awareness finally clicks, there's no slow unwind — she moves, fast and completely. But what makes this conversation different is what Lindsey does with that...
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Ep. 358 - Why your breakup feels so much worse when you’re burnt out, sick, or sleep deprived
How to Get Over Your Ex
Why does your breakup feel SO much worse when you’re exhausted, burnt out, sick, or running on barely any sleep? You might see one post from your ex, run into him in public, or have one bad interaction and suddenly you’re spiraling—questioning everything, obsessing over what he’s doing, and wondering why you can’t seem to get over him. But what if the problem isn’t that you suddenly miss him more? What if your biology is making your breakup feel harder than it actually is? In this episode, I’m breaking down what happens when you try to process heartbreak from a depleted body and...
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The Ultimate Comeback Series: Choosing your comeback vs being forced into one w/ Whitney Uland
How to Get Over Your Ex
Most comeback stories start with something breaking — a breakup, a diagnosis, a rug pulled out from under you. But there's a much quieter, harder version: choosing to walk into a comeback when nothing forced your hand. No crisis giving you permission, no one around you validating the hard part, no urgency pulling you forward — just you, deciding to become someone different on purpose. In this episode, Whitney Uland joins Dorothy to unpack why a self-chosen reinvention can feel so much slower and more disorienting than one you were thrust into, even though it's supposedly the "easier"...
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Ep. 357 - What is your ultimate comeback?
How to Get Over Your Ex
What if your ultimate comeback isn’t about becoming a completely new person after heartbreak—but finally becoming the most you you’ve ever been? After spending seven episodes talking to women who rebuilt their lives after some of the hardest experiences imaginable, I wanted to step back and ask: what actually makes a comeback happen? In this episode, I break down what I’ve learned from the entire Ultimate Comeback Series and the specific steps I believe take you from the ashes of heartbreak to a life that feels completely different from the one you had before. We’ll talk about the...
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The Ultimate Comeback Series: When you know this isn’t it, but you can’t make the change w/ Leah Brathwaite
How to Get Over Your Ex
There's a specific kind of stuck that isn't about not knowing — you already know something's wrong. What keeps you frozen is the math of what leaving would cost: the people, the identity, the life you've built around the thing that isn't working anymore. In this episode, Leah Brathwaite talks with Dorothy about the years she spent doing exactly that — staying inside a life, a marriage, and a belief system she'd quietly stopped believing in, because the alternative felt like losing everything and everyone at once. She walks through what it actually took to move from "I know this isn't it"...
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Ep. 356 - Will my avoidant ex come back? You’re asking the wrong question
How to Get Over Your Ex
Have you figured out that your ex is avoidant… only to find yourself thinking about them even more? Maybe you’re researching whether avoidants come back, when they start missing an ex, whether no contact works on an avoidant, or what their attachment style says about why they left. Understanding your ex can feel productive, but if every answer leads to another question, the research may actually be keeping you stuck in the breakup instead of helping you get over it. In this episode, I’m showing you how to tell when understanding your ex has crossed over into rumination—and giving you...
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The Ultimate Comeback Series: When you hit rock bottom in everything at once w/ Juliana Garcia
How to Get Over Your Ex
There's a specific kind of low that doesn't feel like a bad week — it feels like the floor is gone. Your business, your relationship, your sense of who you even are, all collapsing at once, with no clear sign you'll come out the other side. In this episode, Juliana Garcia — entrepreneur, mindset coach, and Dorothy's own personal coach — sits down to talk about the version of her life that most people never see: the point where everything she'd built felt like it was slipping away, and what actually pulled her out of it. Juliana breaks down the specific feeling she credits with getting...
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Ep. 355 - What to do when your life no longer feels like you
How to Get Over Your Ex
Have you ever looked around at your life and thought, "How did I end up here?" Not because your life is bad, but because it no longer feels like you. In this episode, I share what happened after implementing the three decisions I talked about a few weeks ago—and why they've created more momentum, clarity, and alignment than I thought possible. We dive into the surprising pattern I discovered: every area of your life either begins to expand or naturally falls away once you start making decisions from alignment instead of obligation. We also talk about why letting go can feel so uncomfortable,...
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The Ultimate Comeback Series: What to do when things keep getting worse w/ Gabrielle Stone
How to Get Over Your Ex
There's a moment in almost every comeback that we forget about: the relapse. The week your ex resurfaces and you're back checking his Instagram at 1am. The wave of spiraling that convinces you you're regressing, not healing. In this episode, author (and world explorer) Gabrielle Stone joins Dorothy to break down why that backslide is actually a predictable part of the process, not proof you're doing it wrong. Gabrielle explains the tool she uses to catch a thought spiral before it hijacks her day and what she did instead of gripping for control every time her life fell apart right before a...
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Ep. 354 - How to meet commitment ready men after heartbreak w/ dating expert Torah
How to Get Over Your Ex
If you're wondering where you're actually supposed to meet commitment-ready men—or why you keep ending up with people who aren't looking for the same future you are—this episode is for you. Today we're shifting from getting over your ex to building a life that makes finding the right partner possible. Dating expert Torah's 2 Cents joins me to challenge some of the biggest assumptions women have about dating and shares practical ways to create a roster of emotionally available, relationship-minded men without relying on luck. We talk about where to meet them, how to think differently about...
info_outlineMost comeback stories start with something breaking — a breakup, a diagnosis, a rug pulled out from under you. But there's a much quieter, harder version: choosing to walk into a comeback when nothing forced your hand. No crisis giving you permission, no one around you validating the hard part, no urgency pulling you forward — just you, deciding to become someone different on purpose. In this episode, Whitney Uland joins Dorothy to unpack why a self-chosen reinvention can feel so much slower and more disorienting than one you were thrust into, even though it's supposedly the "easier" version. Whitney gets specific about what's actually missing when you're building a comeback nobody's making you have, and what she's found that works in its place. If you've ever felt stuck wondering why you can't just decide to change when nothing's technically wrong, this conversation names exactly what's happening — and gives you something to do with it besides waiting for a crisis to make the decision for you.
Learn more about Whitney Uland:
Instagram: @whitneyuland
Website: https://www.howtobefamous.org/