Elegant, Put Together, Tailored, Effortless, Luxurious, Approachable

sample, Uber Wishlist, February, 2025

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I had the time of my life creating this list and can’t wait for you to dive in. I suggest kicking things off with your Intimates and loungewear list first. It’s filled with basics, so it may not feel as exciting. But, it will help you see the wholistic view of your style upgrade. The items on this list can be worn as is or can always be made more casual by substituting various pieces on this list with cozy choices from your Loungewear list as they all mix and match and are aligned with your authentic personal style.

You’ll also see a wide variety of price points to give you more flexibility as you go.

First up, a great watch is an easy way to communicate luxury and elevate your style. Plus, it goes with everything, so it’s effortless to amp things up. And importantly, men communicate wealth and status with watches so it’s a solid choice when pitching VCs or having big meetings. Even better, it’s on super sale.

We’re doing something new for you with this inaugural look. We’re going (mostly) all black. This is your pitch outfit. It’s sophisticated, effortless and still approachable and not stuffy. Yes! You should have a leather jacket. But that isn’t a moto jacket. It’s a leather blazer. And yes, either of these two are investments, but they are both worth it!

Whether you opt for the Veronica Beard or the L’Agence, they are both a flattering length, elongating your torso and in a timeless style. The double breasted will minimize your stomach and breasts while the single breasted will show off your waist. You’ll see several Veronica Beard dickie jackets on this list because if anyone should have at least one, it’s you. Seriously. The dickie zips inside the jacket and when you can mix and match dickies, you’ll find you quickly become an addict. The Veronica Beard choice also comes in navy blue, which is illustrated later on this list.

Okay! So, you’ve got the blazer and watch, plus a dickie if you go with the VB choice. Now, a flattering, hip t-shirt and effortless pants finish off the main outfit. They both bring approachability to the look. Ready to amp things up again? A winter white coat is super classy and polished. I also included some delicate jewelry and just in case you are in the market for a luxury bag, I’ve got the perfect choice for you, too.

That was SO exciting! And it was only the first outfit! Up next, the winter white coat is clearly not going to work as an everyday coat running Colin around town. But, this navy blue wool choice will. I love it for everyday including coffee meetings and basic adulting. This classic blazer with a dickie is a great choice that you’ll wear on the daily. And instead of trying to find the ideal denim jacket, just go for the blazer which is more your authentic personal style and add the denim dickie. Done and done! There’s a scarf that is also in your brand colors! Let’s hear it for Marine Layer. Another great t-shirt and flattering jeans ensure that you are incredibly comfortable and then finishing off with the blazer and coat keep things polished. Easy! You’ll adore these waterproof Cole Haan boots. They are comfortable, practical and timeless. Plus, they give you a fun lift without sacrificing comfort. I’ve also included your everyday earrings or options when you want to add some jewelry before an outing.

I love this outfit. Claire V. is a solid choice for you and this unexpected striped sweater is a fun twist on a classic. Again, keep your style math in mind to maintain your natural balance. A wider leg pant is a great choice and the Agency pant from Aritzia is another effortless choice that is more sophisticated for meetings. The timeless cut means they’ll be useful for years to come. As we continue to think about your brand, these mustard yellow loafers provide a pop of color for social media and other branding images. Plus, they are comfortable for everyday and add a level of approachability. Try this combo with or without the navy blue leather blazer. Options abound!

This dress is insanely comfortable so it’s a wonderful choice for working from home. When you’re ready to go out, add any of the blazers from this list or try this longer lightweight jacket from Aritzia. It’s flattering, comfortable and transitions nicely to warmer weather. So you’ll always have a great choice to layer up if you are feeling cold in air conditioning. Keep things sophisticated with a great show and, if possible, some lift. Any of the boots on this list will do the trick.

You need more options for top than on the bottom, so here’s a fun and practical choice. Just right for Zoom.

I recognize that it’s highly unlikely that you’ll walk away with three leather blazers. BUT, this pink is a brand color and you also love wearing it. So, I had to include it to give you options:) Of course it pairs beautifully with navy, black, cream, white, etc. And, it’s also flattering for you with chocolate brown. This cardigan is so cool and the extended buttons minimize your stomach and are sure to draw compliments. You need some white jeans and rest assured, you can wear them throughout the year with proper pairing. Just skip them on rainy days. We also saw lots of white jeans on your Pinterest Board, so they feel essential. You’ll be a fan of this pairing and will use them on the regular with other looks.

Last but not least, one more watch option, just in case you’d rather skip the black face on the Ferragamo watch. I adore them both and they are both on sale!

A classic vertical striped shirt is a must for you. These are my favorites. Choose one. Choose them both. I also love them layered under this sweater vest, especially underneath a blazer… perhaps the black leather blazer then paired with jeans. You get me.

When it comes to blazers, I’m really into this color. This L’Agence choice does not accommodate a dickie, so you may or may not want to go this route. It’s on the list because it’s a very cool and understated take on a classic that you’ll wear for years. Continuing to add items that integrate your brand, this flattering tee from Dalix is also playful and in a brand color, which feels just right depending on the situation. Finish off this and many of your looks with gold loafers. Elevated, effortless, comfortable and SO easy to mix and match, this pair from Veronica Beard is also on sale.

You run cold and a great sweater is always a win. You’ll find a lot of joy in this one whether you are working from home, in a meeting or running around town with Colin. Okay, this vest is a big leap, I know. But it is SO good. It’s useful with a long sleeve, short sleeve, sleeveless top. So, rest assured, it’s versatile. It’s the weight of a wool coat so it will keep you warmer and it looks super sophisticated on. Really. And it’s great with jeans and casual or dressy pants. Or, try it over the body con dress above. You’ll be glad you did. In this case, try it with a giant favorite, Spanx ponte pants. These are flattering and I expect the internet has been targeting you to buy them, anyway. A great shoe can elevate even the most casual outfit and these classic cap toe flats are ideal. They are stellar for this look and can be easily paired with the majority of this list.

Yes! There are plenty of blazers on this list. But you adore this green and this particular shade of lavender and the Veronica Beard dickie blazer happens to come in both. So, this is an FYI situation. While we’re here, you’ll be happy to have an array of flattering, comfortable tops for everyday that are also great for Zoom meetings and the playground. This All Saints choice fits the bill and these practical, comfortable and still super cool Paul Green boots do the same.

Fun! Fun! Fun! Let’s make sure you have some unexpected takes on the classics with this group. Because you have a playful brand, it’s important to have some pieces that keep things polished and approachable. All four of these do the trick and can be paired for the win. Naturally, we’ve got some brand colors in here, too! And, let’s hear it for fun photos of you on the playground in this rain jacket. Slip on shoes feel important for your lifestyle and we want to be sure we keep things elevated without sacrificing comfort. I vote for this pair from L’Agence.

Yes, please. Two more pieces that will quickly become go-to choices. The gold is an unexpected neutral that works with the majority of your wardrobe and the shape of the shoe speaks to you more than New Balance or other chunky choices. La Ligne is a wonderful brand that has also worked for you, so we know this one will be a hit- and again- it’s a brand color. Try layering it under a blazer with white jeans as the seasons change.

Two more fun top options that keep things feeling fresh for Zoom calls and other photography. Both flatter your frame and are bold approaches to classic styles.

Oh my goodness! It’s time to have some incredible choices for galas. And, we had a great conversation about Indian-inspired designs and Indian designers. I can’t wait for you to walk into a room in one of these. The earrings and shoes pair beautifully with all of the dresses, simplifying getting ready.

And there you have it! I can’t wait to hear what you think. Have a great time shopping!