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Hey Fearless Friend!

Today on Stay Fearless or Die Trying:

• Hustle is glorified in entrepreneurship, but real ones know you can’t run on an empty tank. Fearless people have fearless habits that support them behind the scenes.

• The Love List has new, in-depth services for you. Find out more here!

• I’m raising a $200K friends and family round for Chief Swag Officer. Interested in getting involved? Reply to this email and I’ll send you the deck.

• In this week’s newsletter, we’ll expand on what habits are best for your fearless goals.

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Habits Can Be Learned From Others

I once knew an entrepreneur who wasn’t the loudest in the room, the most active on social media, or the one constantly capturing their daily moments. In fact, compared to everyone around her, she looked almost quiet. While others were chasing viral hits and hustle points, she was moving consistently.

Every morning, she woke up at the same time. She blocked off two hours of journaling and work before touching her phone. She posted only when she had something meaningful to share, not just something to say.

And what happened? Her business grew anyway. People trusted her because she showed up with intention, not noise. Brands approached her because she had a clear identity, not a chaotic one. While everyone else was running themselves into burnout for visibility, she built a reputation that outlasted quick attention — simply because she stuck to her habits and protected her peace.

In moments when I want to slack on my habits and compare myself to the “hustlers” shown online, I think back to this acquaintance of mine and when I discovered her secret to success: her habits.

Fearlessness is Built in the Off-Moments

Your Daily Habits Show Up in Your Brand

Your bedtime.
Your morning routine.
Your boundaries.
Your workouts.
Your discipline.
Your choices.
Your self-respect.

Your brand can only be as strong and prepared as you are. So ask yourself daily:

• How am I protecting my energy today?

• Which habits today reflect the person I’m becoming?

• What can I say “no” to that drains me?

• What habit today strengthens my brand — even if no one sees it?

• Am I living the values I claim, or just talking about them?

Discipline is What Makes Opportunities Stick

Everyone wants the big breaks, the partnerships, and recognition.

But here’s the truth:

You don’t rise to the level of your dreams.
You rise to the level of your habits.

If your daily routine is chaotic, misaligned, and inconsistent, even the best opportunity won’t stick — because you won’t have the capacity to sustain it.

When your habits are aligned, you’re ready for the opportunities before they even arrive. You’re already the person who can handle them.

The Magic that Followed my Habits:

Once my habits were consistent and intentional, doors started opening in ways I’d only dreamed of.

The clarity I gained from consistent sleep, intentional mornings, and firm boundaries completely shifted the way I showed up. Prioritizing mental health also gave me more energy, creativity, and discipline.

When my habits were in check, developments like Chief Swag Officer attracted the right clients and partnerships. The Love List grew and gave so many people matches of their dreams. The positive experiences my brand provided was noticeable and contagious.

Fearless Habits From Over the Years

Remember, the strongest brands take plenty of time to fine-tune. I can date my brand’s start back to when I was a 12-yr old fashion blogger. I’ve tested plenty of methods, and nothing beats the classic ways of prioritizing yourself, like:

In the long run, your audience won’t remember every post you made or every business deal you secured. They don’t see your whole life, but they feel the impact of how you take care of yourself.

When the camera is off, and the networking is done, they will remember how consistent, grounded, and self-respecting you were — you & your audience deserve that!

Your Identity and Self-Respect Show Up Everywhere

My experience with crafting these reliable habits spills into my business services and the satisfaction of my clients. The Love List helps New England singles gain confidence in their dating game through choices of style, conversation, and values. But putting this into practice doesn’t just get you matches, but it improves your quality of life and increases your trust in yourself and your capabilities.

One of the biggest misconceptions about personal branding is that it only lives online or in your career. But the truth is, your identity is shaped just as much by the spaces people don’t see: who you date, how you allow others to treat you, what you consume, and what you tolerate.

These habits may feel separate from your brand, but they influence your confidence, your energy, your voice, and the way you show up more than anything else.

Other Newsletters I Read Weekly:

Stay fearless or die trying,
-Alexa

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