How To Dream

How To Dream

How to Dream is a hope-forward podcast for people who feel tired, overwhelmed, discouraged, or stuck. Hosted by Deedee Cummings—therapist, author, and creator of the Make A Way Mindset—this show helps listeners protect their hope, reclaim their voice, and learn to dream again. Each episode blends healing, truth, and practical next steps so listeners can protect their hope and put their dreams in motion.

Episodes

October 26, 2026 • 19 mins

What happens when somebody else gets the very thing you have been hoping for?

In this episode of How to Dream, Deedee Cummings talks honestly about jealousy, envy, resentment, and the ache that can show up when someone else's good news touches something tender in your own life.

This episode will teach you how to get curious about your own life instead of experiencing the feelings of shame associated with envy. What is the feeling...

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Have you ever looked at your life and thought, "I should be further along by now"?

In this episode of How to Dream, Deedee Cummings talks about age, regret, lost time, and the fear that you may have missed your chance. We all at some point, find ourselves wishing we had started sooner, left earlier, saved more, taken better care of ourselves, written that book, made the job change, or believed in in ourselves earlier. Regret can b...

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October 12, 2026 • 19 mins

What do you want that you keep talking yourself out of wanting?

In this episode of How to Dream, Deedee Cummings explores the guilt, embarrassment, and self-doubt that can show up when we admit we want more from our lives. More peace. More freedom. More money. More joy. More time. More creativity. More room to breathe. Wanting more does not automatically mean you are ungrateful. It may simply mean you are paying attention to what ...

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September 28, 2026 • 27 mins

What if you haven't stopped dreaming, you've just stopped reaching because you were afraid of being disappointed again?

In this episode of How to Dream, Deedee Cummings explores the quiet ways we can give up on ourselves without even realizing it. Life gets busy, disappointment builds, and somewhere along the way we started telling ourselves, "This is probably just how life is," and stopped asking, "What could my life become?" But...

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September 21, 2026 • 23 mins

What if you do not have to feel ready before you move?

In this episode of How to Dream, Deedee Cummings explores why so many of us stay stuck waiting to feel ready, clear, confident, or unafraid before we take action towards the lives we want. But here is a message we do not often hear: movement comes fi...

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September 14, 2026 • 32 mins
This season of How to Dream is for anyone trying to build a life they cannot yet see. In this opening episode, therapist and author Deedee Cummings invites listeners into a deeper, bolder season about hope, movement, fear, uncertainty, and what it means to keep building the life you deserve even when the world feels heavy. Join Deedee for practical insight on how to protect your hope, tune out the noise, and refusing to h...

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In this final summer bonus episode of How to Dream, therapist and author Deedee Cummings brings the journaling series home with a simple 30-day journaling plan to help you protect your hope, clear your mind, and take real and meaningful steps toward the life you want to build. This episode turns journaling into a practical hope practice with prompts for clarity, emotional wellness, se...

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If you feel drained, overextended, resentful, or like everyone but you has access to your time and energy, this short bonus episode of How to Dream will help you pause and come back to yourself. In this episode, Deedee Cummings shares gentle, practical journal prompts for boundaries to help you identify where you feel depleted, what you may need to stop saying yes to, and what boundary would help protect your pe...

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If you've been saying, "I don't know what I want," this short bonus episode of How to Dream will help you slow down, quiet the noise, and hear yourself again. In this episode, therapist and author Deedee Cummings shares simple, practical journal prompts for clarity to help you separate fear from truth, identify what you really want, and take one doable next step. You'll be guided through a "Clarity Session" jour...

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This short bonus episode of How to Dream is for the heavy days. The days when you feel emotionally tired, overwhelmed, discouraged, or like you're carrying too much. In this episode, Deedee Cummings shares gentle, practical, and easy to follow journal prompts specifically designed for grief, burnout, and stress to help you identify what you're carrying, calm the mental storm, and support yourself witho...
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If your mind has been racing, spiraling, or stuck in "what if" mode, this short bonus episode of How to Dream is your reset. In this episode, Deedee Cummings shares simple, practical journal prompts for anxiety and overthinking to help you get the mental noise out of your head and onto paper—so you can calm your nervous system, separate fear from facts, and regain clarity. You'll be guided through an Anxiety Re...

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Journaling doesn't have to be long, deep, or perfect to be powerful. In this summer bonus episode of How to Dream, Deedee Cummings teaches a simple 3-minute journaling practice designed to reduce mental clutter, calm overwhelm, and bring clarity when your mind feels crowded. If journaling has felt intimidating, time-consuming, or like "too much work," this episode will help you finally make it doable. You'll be guided thr...

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Your mind isn't "too much". It's overloaded. In this Summer Bonus Series episode of How to Dream, Deedee Cummings explains why so many of us feel mentally crowded, distracted, and unable to get clear: we're carrying too many open "tabs" in our minds—stress, responsibilities, fear, overthinking, to-do lists, old conversations, and what-ifs. This short episode illustrates why journaling is one of the simplest too...

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In this short bonus episode of How to Dream, Deedee Cummings breaks down what journaling actually is, why it's one of the most powerful tools for emotional wellness, and how writing helps you get clarity when your mind feels crowded. If journaling has ever felt intimidating, overwhelming, or like "too much work," this episode will change your approach. You'll learn why you don't need organized thoughts before you write (the cl...

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Therapy isn't something you wait on until you're already in a crisis. In this summer bonus episode of How to Dream, Deedee Cummings explains how to know when you need a therapist, why it's wise to start therapy before things fall apart, and how to treat mental health the same way you treat physical health. Just like you establish a relationship with a primary care doctor (PCP) and get annual physicals, you ...

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If your mind is loud and your nervous system is tired, press play. If your thoughts are racing, your body feels tense, or you've been stuck in constant "go mode," this short bonus episode is your reset. In this guided practice, Deedee Cummings leads you through the 4-7-8 breathing technique to help calm your nervo...

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May 11, 2026 • 30 mins

In this Season 1 finale of How to Dream, Deedee Cummings brings everything home with a calm, no-nonsense message for tired hearts: you don't have to do it all in a day, but you do have to try. If your nervous system has been frazzled, the world has felt heavy, and dreaming has felt impossible, this episode will help you slow down, breathe, and get clear about what's next. Deedee explains why breathing is foundational for nervous sy...

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A dream needs more than desire, it needs capacity. In this episode of How to Dream, Deedee Cummings sits down with Louisville entrepreneur Adrienne Cole, co-founder of The House of Marigold and Marigold Catering Company, to talk about what it really takes to build a dream in real life: resilience, innovation, leadership, systems, and support. Adrienne shares her journey through growth and pivoting, including the highs and...

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Comparison isn't just painful, it's expensive. In this episode of How to Dream, Deedee Cummings explains how comparison can keep you stuck by draining your hope, clouding your clarity, and pulling your eyes out of your own lane. If you've been feeling "behind," second-guessing your timing, or watching other people's lives so closely that you've lost focus on your own, this episode is your reset. You'll learn how to put blinder...

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Are you really confused? Or are you scared? In this episode of How to Dream, Deedee Cummings breaks down how fear often disguises itself as "I don't know," "I need more time," or "I'm still figuring it out." If you've been feeling stuck, overwhelmed, or unsure of your next step, this episode will help you get real about what you want, identify what's blocking you, and start building the clarity you desperately want n...

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