Dress Like A Boss

With her quirky personality and her love for all things fashion, Diamond takes her fashion knowledge and shares it with both men and women so that they can boss up and own their life, worthiness, and confidence through their style.

What’s New On The Blog?


Why You Should Never Fit In Nov 01, 2022

Monachopsis (mo-na-kop-sis).

The subtle but persistent feeling of being out of place and not fitting in.

This was a prominent feeling for me growing up.

I was the weird kid that wore dark eyeliner, fingerless gloves, a cami over a short sleeve shirt with a big ass belt, skinny jeans, and combat...

3 Reasons Why I Became A Style Coach Oct 25, 2022

There are a plethora of reasons for why I decided to become a Style Coach.

But for the sake of your sanity and my fingertips, I won’t go through all 1,000 of them - only 3.

So, what’s a Style Coach - and how are they different from a Personal Stylist?

To be honest, a Style Coach and...

A Big Fashion Mistake my Clients Make Oct 18, 2022

One thing I loved the most about working with men at Neiman Marcus was that they were specific. They ALWAYS knew what they were looking for and it made it easier for me to style them.

I also loved working with women. But sometimes it was difficult to style them because they weren't always...

Why You Seem to Wear the Same Thing Everyday Oct 14, 2022

The truth is, you hate your closet.

Now don’t get me wrong. There’s nothing wrong with repeating the same outfit – especially when you feel like not enough people have seen it (if no one saw you in it, it didn’t happen, right?).

You also spent your hard earned money on it...

How to Shop Intentionally for Your Wardrobe Apr 29, 2022


Get in loser, we’re going shopping.


Now, you’re either excited and jumping with joy - or dreading it and quickly considering jumping off the nearest cliff.

I get it - shopping isn’t for everyone. Honestly, you might even hate it. There’s so much...

The Secret to Killer Confidence: Level 3 - Own your Identity Apr 14, 2022

Oh - so you're really ready to own your confidence, huh?

In my last two blogs, I walked you through my first two levels of confidence: Facing your fears and flipping your mindset. I even gave you the same guides that I walk my clients through in my program, Stylish Badass.

And guess what? Imma do...

The Secret to Killer Confidence: Level 2 - Flipping your Mindset Apr 07, 2022

Whew Chileeee, your mindset is trash – and trust me, we can tell! In order to reach the personal style level that you want, you have to get your mind intact. It's gonna be beyond noticeable when you're rocking a badass outfit and your confidence is that of a rock: lifeless and...

The Secret to Killer Confidence: Level 1 - Facing your Fears Apr 01, 2022

Facing your fears can be scary AF. 

Like borderline terrifying. 

Even so, it’s necessary to face them in order to reach the level of confidence that we all dream about. You must acknowledge your worth and then overpower the fears that come with itespecially when it comes...

The Secret to Killer Confidence Mar 25, 2022

Confidence. Such a simple word - yet its 10-letters can make or destroy you. An abundance of it can get you far in life and a lack of it can hold you back.

I have a feeling you've been letting your lack of confidence hold you back - otherwise you wouldn’t be reading this.

The reality is,...

Here’s the Problem: You care way too much Jan 21, 2022

Photo by: Nico Markschat | Styled by me | Model: Rita Fraccalvieri.

Growing up, I never felt like the most attractive person in the room. I cared way too much about what other people thought of me. If they said one negative thing, I was self-conscious about it for ages. I’d...

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