How Dare You?

8 Habits I Stole From Insanely Successful People

What if success isn't about working harder… but about what you do every single day without thinking? A few years ago, I started getting into rooms with people who were making more money, moving faster, and playing at a completely different level. 8 and 9-figure entrepreneurs, VC owners, book authors. I kept thinking… "What do they know that I don't?" It wasn't strategy. It wasn't some secret funnel. It wasn't even talent. It was how they showed up daily. The habits. The standards. The decisions they made without hesitation. In this episode, I'm breaking down the 8 habits I've "stolen" from the most successful people I know. If you're doing the work but not seeing it compound yet… this is where to start.

Why Big Dreams Feel So Scary (And Why That's the Point)

What no one tells you about having a dream so big it scares you... In this episode of How Dare You, I'm breaking down why big dreams feel so scary and why it has almost nothing to do with failure.  From the identity gap that hits the moment you get serious, to the self-sabotage that disguises itself as being practical, this is the honest conversation about what going after something huge actually costs you before it gives you anything back. If this one hits, share it with someone who's been keeping their dream at arm's length, leave a review, or message me on Instagram @heyannarogers, I'd love to know what landed for you. We'll dive into: • Why it's not failure you're afraid of • The identity gap: who you are now vs. who the dream requires you to become • Why wanting something this badly feels like a liability • The self-sabotage that looks exactly like being practical • What it actually takes to go all in before you feel ready

Advice to My Younger Self (I'd Be Further Ahead If I Knew This)

These are the lessons I wish someone had forced me to hear earlier. After building businesses, making money, losing money, navigating relationships, and figuring out who I actually am... if I could go back and have a conversation with my younger self, this is what I would tell her. From learning to trust yourself when nothing makes sense, to the moment I genuinely didn't think I was getting out alive — this is the raw, unfiltered truth about what I'd do differently. In this episode of How Dare You, I'm sitting down with my younger self and telling her everything I wish someone had forced me to hear earlier. From building businesses and losing money, to the moment I genuinely didn't think I was getting out alive — this is the raw, unfiltered version of what I'd say if I could go back. If this one hits, share it with someone who needs to hear it, leave a review, or message me on Instagram @heyannarogers — I'd love to know what landed for you. We'll dive into: * The advice I wish someone had forced me to hear earlier * Why you don't lack clarity — you lack self-trust * The moment I didn't think I was getting out alive... and how it changed everything * What "outgrowing" actually looks like when it's happening to you * Why trusting yourself before you have proof is the hardest and most important thing you'll ever do

Why I Fell from the Face of the Earth...and Where I'm Going Next.

I'm back… and I'm not the same person who left.... After moving to Bali, finally moving into the villa Tom and I spent a year building, and going down a rabbit hole of uncomfortable self-reflection, I realized something:  I'd been playing small. In my dreams, in my business, in the way I was showing up here. This episode is the unfiltered version of what happened...the mindset shift that changed my book from a quiet memoir to a full-blown manifesto, the moment a single offhand comment from a friend cracked something open, and why I'm now chasing a goal that makes my stomach drop just saying it out loud. If you've ever shrunk a dream to make it feel "reasonable"… this one's for you. Oh..and welcome to the How Dare You podcast.

The Invisible Work That Separates the 1%

What if the reason you’re not getting the results you want has nothing to do with talent, strategy, or timing and everything to do with what you’re willing to do when it’s uncomfortable? In this episode of Unrelatable, I unpack what the top 1% actually do differently. I break down what Taylor Swift, Tony Robbins, and Justin Bieber all have in common and how this has helped me explode in 2025. This started as a raw voice note but turned into one of the most important conversations I’ve had all year. If this lands, share it, leave a review, or message me on Instagram @heyannarogers I’d love to hear what this unlocked for you. We’ll dive into: * Why the most influential people in the world still outwork everyone * What “putting in the reps” really looks like at the highest level * Why volume, consistency, and refinement beat talent every time * The shift that happens when your mission becomes bigger than you * How anchoring your work to impact not validation changes everything