What I Wore to Work Archives - The Pink Chickadee

What I Wore To Work – December 2025

Like many of the Winter months, I gravitated towards LOTS of cozy vibes and sets during my December 2025 work from home days. I also had a few holiday events and parties after work some evenings, where I found myself wanting to be more comfortable during the work day and more dressy during the evening. To tie it all up with a bow, December 2025 was a FREEZING time in the Washington, DC area like many other parts of the United States. That all being said, cozy looks were for the win this past working month!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is sponsored, and all opinions are my own. Thank you for supporting The Pink Chickadee.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Shop it here! And sweatshirt from J Crew Factory.

Shop it here!

***Forgot to link***

Shop it here!

XOXO – Katie <3

January 1, 2026January 27, 2026

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What I Wore Out Of Office – December 2025

Having completed my first full month wearing + styling jeans in over 10 years, a month filled with soooo many tartan OOTDs, and so much sparkle in between it all, December truly is one of my favorite months to style looks for! Personally like years’ past, I find myself gravitating towards exclusively my tartan pieces within my wardrobe throughout the month of December. The tartan outfits did not disappoint and, as always, it was fun to style them in 2025. This year, I took a fun week off of work and went to Philadelphia for 4 days to visit friends and enjoy ALLL the Christmas fun what I like to call the City of Sisterly Love. At the same time, I enjoyed all of the holiday fun whether it be close to home or in Delaware with my Dad. All in all, I enjoyed ALLL the fun outfits last month!

*Disclaimer: Please note that this post contains affiliate links, which means that if you purchase through one of my links, then I will receive a small commission. This commission is at no extra cost to you. Additionally, this post is not sponsored, and all opinions are my own. Thank you for supporting The Pink Chickadee.*

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Shop it here!

***Forgot to link***

Shop it here!

***Forgot to link***

XOXO – Katie <3

January 1, 2026January 27, 2026

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What I Wore To Work – September 2025

As I briefly mentioned in my most recent Life of Katie post, I enjoyed kicking off my Back to Work OOTD series over on Instagram (let’s be friends @_thepinkchickadee) after my week in Rome, Italy (here)! I’ve actually been excited to start styling Back to Work OOTDs since earlier this Summer. As a kid and teenager especially, I LOVED Back to School outfits the most. I guess some things never change!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

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XOXO – Katie <3

October 2, 2025January 27, 2026

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What I Wore To Work – July 2025

From networking events in the office and at Nationals Park to a few jam-packed days working from the beach, July 2025 truly was a busy working month! These Summer months pretty much *everywhere* have been so so so hot and humid aka “swamp season.” However, through it all, I have been striving to make the best of it all and savor up every moment of Summer time, whether professionally or personally.

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

***Forgot to link***

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XOXO – Katie <3

August 5, 2025January 27, 2026

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What I Wore to Work – May 2025

This May 2025 was a pretty chilly and rainy one so much to the point that I feel like it’ll be Fall next week and not another whole Summer season ahead of us – LOLLLL! May has definitely been a rainy one but also a fun one to dress for, as it’s the transition from Spring fashion to Summer fashion. I’ve also done *quite a bit* of some thrifting this past month, which made it a fun workwear month. One of the best aspects of Spring -> Summer workwear is getting to incorporate my favorite fashion brand Lilly Pulitzer into the mix, which I share more about in-depth here. Nevertheless, I am excited to share what I wore to work with y’all!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Tap to Shop

& here’s to Summer 2025!!

XOXO – Katie <3

June 3, 2025January 27, 2026

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What I Wore to Work – March 2025

March 2025 has been one of my BEST working months yet!! Since getting back from my trip to Spain and Portugal during the second half of February, I have truly been able to acclimate back to the working world in full force. On the work front, so much has happened in terms of changes and adjustments. Adaptation and evolution are the words for this Spring/Summer season professionally. Through it all though, sometimes, all we need is a nice time to take a break from the hustle before immersing ourselves in it again.

Over the course of the month of March, I transformed my wardrobe from a Fall/Winter forest to a Spring/Summer garden!! And, indeed, it has been a lovely time getting to *finally* style my Spring/Summer wardrobe in 2025 and enjoy doing so for the next 6-7 months. Truly, my closet brings me SO MUCH JOY and I love getting to style the bright colors of Spring/Summer *yet again*. Yet, I do wear bright colors year-round – LOLLL!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Dress: Theory; Scarf: Cashmere; Necklace: Vintage; Leggings: Shapermint; Flats: DSW; Bracelets: J Crew Factory

Tee: Mountain Moverz; Pants: TJ Maxx; Necklace: Kendra Scott; Slippers: Splendid; Bracelets: Lilly Pulitzer, All She Wrote Notes, & Little Words Project

Blouse: Zara; Necklace: J Crew Factory; Jeggings: Shapermint; Bracelets: Amazon & The Inspiration Co; Flats: All Birds

Sweater: Talbots; Jacket: Liz Claiborne; Necklace: Vintage; Pants: Caribbean Joe; Bracelets: J Crew Factory; Crossbody: Bolsos Bella; Flats: Jack Rogers; Earrings: Kate Spade

Sweater: Sail to Sable; Pants: TJ Maxx; Necklace: Probably Gifted from my Mom’s Travels; Bag: Louis Vuitton; Bracelets: Amazon, Lilly Pulitzer, & The Inspiration Co; Sandals: Sperry; Earrings: Lisi Lerch

Dress & Scarf: J Crew Factory; Bracelets: J Crew Factory, Amazon, & The Inspiration Co; Bag: Louis Vuitton; Flats: Tory Burch

Trench Coat: Lands End; Scarf: CHIcoracao; Top: Talbots; Pants: Isaac Mizrahi; Earrings: Lilly Pulitzer; Handbag: Bolsos Bella; Shoes: Sketchers

Dress: Crown & Ivy at Belk; Scarf: From Barcelona; Bracelets: Lilly Pulitzer & All She Wrote Notes; Headband: Simply Southern; Sandals: J Crew Factory; Earrings: Kate Spade

Sweatshirt: Blue Lobster; Leggings: TJ Maxx; Necklace: Kendra Scott; Slippers: Splendid

Jacket: TJ Maxx; Dress: Crown & Ivy at Belk; Necklace: SugarFix by Target; Earrings: Kate Spade; Bracelets: Amazon, The Inspiration Co, & Lilly Pulitzer

Dress: Crown & Ivy at Belk; Bracelets: J Crew Factory; Necklace: Vintage; Sandals: Sperry

Blouse: Crown & Ivy at Belk; Skort: J Crew Factory; Shoes: Sketchers; Bracelets: All She Wrote Notes, Little Words Project, & Lilly Pulitzer

Blouse & Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Pants: Talbots; Bracelets: Amazon, The Inspiration Co, & Lilly Pulitzer

Sweatshirt: Meredith College Bookstore; Skort: Tuckernuck; Slippers: Splendid; Necklace: Kendra Scott

Cardigan: Northern Isles; Blouse: From Paris; Pants: Issac Mizrahi; Tote: Scout Bags; Flats: Puma; Bracelets: Amazon

Jacket: Isaac Mizrahi; Sweater: Rumi Ryder; Skirt & Necklace: J Crew Factory; Flats: All Birds

Dress: Lilly Pulitzer; Earrings & Necklace: Kendra Scott; Crossbody: Target; Sandals: Sperry; Bracelets: Lilly Pulitzer, The Inspiration Co, & Little Words Project

XOXO – Katie <3

April 1, 2025January 27, 2026

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What I Wore to Work – February 2025

LOVE month was short and sweet on the professional front, as I spent the second half of February on a European adventure to Spain and Portugal. The Washington, DC area weather, like many other cities, has been FREEZING these Winter 2025 months! SO, I have been opting to dress comfortable and cozy for my work from home days. And, since Valentine’s Day was right around the corner during my February working days, I added many pops of pink into my work-from-home wear!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Pullover: Tuckernuck; Headband: Simply Southern; Leggings: Lilly Pulitzer; Slippers: Splendid

Cardigan: Crown & Ivy at Belk; Blouse & Pants: J Crew; Necklace: J Crew Factory; Sunglasses: Lele Sadoughi; Bracelets: All She Wrote Notes & Little Words Project; Crossbody: Longchamp; Flats: Vivaia

Lounge Set: Joyspun at Walmart; Vest: Lilly Pulitzer; Bracelets: Amazon; Necklace: SugarFix at Target; Headband: Lilly Pulitzer x Lele Sadoughi; Handbag: Louis Vuitton; Flats: New Bella; Earrings: Kate Spade

Sweatshirt & Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Leggings: Shapermint; Bracelets: Amazon

Sweater: Talbots; Vest: Lilly Pulitzer; Bow: TJ Maxx; Earrings: Kate Spade; Leggings: Shapermint; Slippers: Splendid; Bracelets: Amazon

Headband: Rachel Zoe; Turtleneck: Brooks Brothers; Leggings: Shapermint; Scarf: J Crew; Earrings: Kate Spade

Dress: Crown & Ivy at Belk; Leggings: Shapermint; Necklace: Coach; Earrings: Kate Spade; Headband: Simply Southern; Bracelets: Amazon

Here’s to a *hopefully* warmer March 2025!

XOXO – Katie <3

March 4, 2025January 27, 2026

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What I Wore to Work – September 2024

Transitional from Summer to Fall and out with the old and in with the new is how I felt this past month. The September 2024 work month fashion wise and professionally has definitely evolved with the change of seasons in a few ways. While I won’t get into too much details, I have truly enjoyed getting to style my work outfits as the weather changes. To kick off September 2024, I spent the first week in Hawaii where I had an incredible time exploring pretty much all of the island of Oahu in its true beauty as well as a bit of the island of Maui. And, to close out September 2024, in the Washington, DC area, we experienced several rainy days to kick off Fall 2024. Truly, I still cannot believe as I am writing this on September 30, 2024 that on September 1, 2024 I was in Hawaii – it feels like a CENTURY ago!

As the seasons change and I am striving to embrace the Fall season, I am also focusing on learning to set boundaries and take care of me. As much as I despise slowing down and being told to do so (thank you to those who did in my community!), it is still a blessing to be able to take a step back, as I am starting to learn to do. Even if that means one less event or one less trip, being able to do what I need to do and want to achieve can only be done if I and others, too, care for ourselves first.

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Blouse: Talbots; Necklace: SugarFix; Skirt: J Crew Factory; Bracelets: Amazon & Lilly Pulitzer

Dress: J Crew Factory; Earrings: Lisi Lerch; Necklace: Amazon; Crossbody: Target; Bracelets: Amazon, Lilly Pulitzer, Kate Spade, & Kendra Scott; Sandals: J Crew Factory

Sweater: Cotton Emporium; Pants: Isaac Mizrahi; Necklace: Thrifted; Earrings: House of Harlow 1960; Crossbody: Target; Headband: Madison Raleigh; Flats: Tory Burch

Dress: Sail to Sable; Earrings: House of Harlow 1960; Bracelets: Amazon & Lilly Pulitzer

Dress: Who What Wear; Headband: Lele Sadoughi; Necklace: Coach; Handbag: Lilly Pulitzer; Flats: New Bella; Bracelets: Amazon, Lilly Pulitzer, & Kendra Scott

Dress: Alice + Olivia; Blazer: Thrifted; Necklaces: Kendra Scott & Kohl’s; Headband: Madison Raleigh; Bracelets: Lilly Pulitzer & Amazon; Handbag: Lilly Pulitzer; Earrings: J Crew Factory; Flats: DSW

Dress: Thrifted; Bag & Earrings: Lilly Pulitzer; Necklace: Kendra Scott; Bracelets: J Crew Factory, Alex and Ani, Kendra Scott, Amazon, & Lilly Pulitzer; Boots: Jack Rogers

Dress: Pomander Place; Scarf: Adrienne Vittadini; Earrings: House of Harlow 1960; Bracelets: Amazon, Lilly Pulitzer, & Kendra Scott

Sweater: Cotton Emporium; Dress (underneath): Hill House; Crossbody: Target; Earrings: Talbots; Necklace: J Crew Factory; Flats: New Bella

Crewneck: Vineyard Vines; Necklace: J Crew Factory; Skirt: J Crew Factory;

Blouse: Talbots; Necklace: Kendra Scott; Headband: Lele Sadoughi; Leggings: Shapermint; Earrings: J Crew Factory; Handbag: Lilly Pulitzer; Flats: New Bella

Top: Lands End; Necklace: J Crew Factory; Bracelets: Amazon & Lilly Pulitzer; Headband: Madison Raleigh; Leggings: Shapermint

Lounge Set: Joyspun by Walmart; Necklace: Kendra Scott; Headband: Lele Sadoughi

Dress: Lilly Pulitzer; Cardigan: Larace via Amazon; Necklace: J Crew Factory; Earrings: Kate Spade

Sweatshirt: Mountain Moverz; Pants: Chaps; Neck Scarf: Adrienne Vittadini; Earrings: J Crew Factory; Flats: New Bella

Here’s to many more Fall/Winter fashion months in the near future!!

XOXO – Katie <3

October 1, 2024January 27, 2026

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What I Wore to Work – August 2024

August is truly one of my favorite months of the year! The slower pace of this late Summer month with the looming excitement of Fall yet moments to enjoy the ongoing warmer days make it truly a favorite of mine. As for workwear, I definitely tend to be more comfortable and casual during these so-called “dog days of Summer”. Having taken a trip to Indianapolis and Chicago (here) early on in August, I also enjoyed being more mindful and enjoying some time locally at home, too. As for work-wise, I love the “Summer lull” that this month provides before the busy Fall season comes to fruition. Having gone to Hawaii for the first week of September (which has since happened by the time this post will be live – whoops!!), I am truly ready for what Fall 2024 has in store!

If I’m being honest, Summer 2024 was a bit stressful and chaotic and I am SO excited for what this new season has to bring. Over the years, I’ve talked with fellow colleagues about this, too, that when a tough season comes there’s always an opportunity for a fresh start when the new season arrives. Coming back from a week in Hawaii leaves me ready for Fall apparel while still sharing Summer looks (case in point with this posting – LOL!!) for all to enjoy AND a new season ahead. August can definitely be a strange time for us bloggers as Fall fashion starts to dominate our social media (and blog!) feeds while it’s still extremely hot and humid outside our own front doors. Personally, I choose to embrace the season and weather that I am in before speeding up ahead into the next. So, for August 2024, we will be solely focusing on Summer fashion with a transition to Fall 2024 workwear looks in September and beyond!

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Tee: Vineyard Vines; Skirt: Hill House Home; Headband: Lilly Pulitzer; Necklace: Coach

Blouse: Lilly Pulitzer; Pants: Thrifted; Necklace: Cora’s Den; Bracelets: Amazon & Lilly Pulitzer

Dress: Gretchen Scott Designs; Necklace: Coach; Bracelets: Amazon & Lilly Pulitzer

Blouse: J. McLaughlin; Skort: Lilly Pulitzer; Bracelets: All She Wrote Notes, Lilly Pulitzer, & Scout Bags X Teleties

Blouse: Calvin Klein; Skort: Tuckernuck; Necklace: SugarFix by Target; Bracelets: Amazon & The Inspiration Co; Sandals: Jack Rogers

Tee: United Monograms; Skirt: J Crew Factory; Bracelets: All She Wrote Notes & Ralph Lauren; Earrings: Charming Charlie

Dress: TJ Maxx; Necklace: SugarFix by Target; Bracelets: Amazon & Lilly Pulitzer

Dress: Tuckernuck; Headband: J Crew Factory; Bracelets: Amazon & Lilly Pulitzer; Crossbody: Target; Sandals: Jack Rogers

Headband, Blouse & Cardigan: Lilly Pulitzer; Necklace: Kendra Scott; Pants: J. Jill; Bracelets: Amazon & Lilly Pulitzer

Dress: Tuckernuck; Scarf: Talbots; Earrings: Lilly Pulitzer; Bracelets: Amazon, Lilly Pulitzer, Kate Spade, & Kendra Scott

Sweatshirt: Rumi Ryder; Leggings & Bracelets: Lilly Pulitzer; Necklace: Kendra Scott

Dress: Target; Necklace: J Crew Factory; Earrings: SugarFix by Target; Bracelets: Amazon & Lilly Pulitzer

Blouse: Vintage; Pants: Lilly Pulitzer; Necklace: Coach; Bracelets: Amazon & Lilly Pulitzer

Dress & Headband: Lilly Pulitzer; Bracelets: All She Wrote Notes & Lilly Pulitzer; Tote: Sprinkled with Pink; Sandals: J Crew Factory

Dress: Target; Necklace: Coach; Bracelets: Amazon, Kate Spade, Kendra Scott, & Lilly Pulitzer; Earrings: House of Harlow 1960

Dress: Lands End; Headband: Madison Raleigh; Earrings: Fanci; Bracelets: Amazon, Lilly Pulitzer, Kendra Scott, & Kate Spade

Dress: Target; Necklace: J Crew Factory; Earrings: SugarFix by Target; Bracelets: Amazon & Lilly Pulitzer; Tote: Sprinkled with Pink; Sandals: J Crew Factory

Dress: Lilly Pulitzer; Necklace: Amazon; Bracelets: Amazon & Lilly Pulitzer

Here’s to savoring the dog days of Summer (even if it’s *technically* Fall)!!!

XOXO – Katie <3

September 10, 2024January 27, 2026

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What I Wore to Work – July 2024

July 2024 started off with a bang (stress-wise) and ended SOOOO peacefully. Due to some family matters (which added on the early stress of this past month), the beginning of July felt SOOO chaotic, however, as the month progressed, things improved for the better, which I am SOOOO grateful for. Professionally, I had a fun shoutout from my company and many of my colleagues in honor of some client work that I completed surrounding Disability Pride Month (which is I learned is July!) the month prior, which was fun and rewarding to see. At the same time, I am making professional strides to grow my career in program management within the data analytics and artificial intelligence (AI) space. I have registered for relevant program management certification courses, am supporting a team focused on robotic process automation (aka my company’s *very own* bot!!), and am reading up on all-things data analytics and AI in my spare time. Although, an initially chaotic month, I am grateful to end July 2024 with much more clarity and a prosperous path moving forward.

One of my highlights in the midst of it all that July 2024 brought was getting to follow the Summer Olympics in Paris. I have been following Team USA updates via my News app on my iPhone and have enjoyed sharing them with my colleagues bringing us ALL some joy! Simone Biles’ Gold Medal win via the Team USA Women’s Gymnastics team was announced JUST before one of my team calls, so I *of course* brought it up on that team call which many of my teammates loved hearing the news, too. Truly, the Summer Olympics have been fun to follow along with and share the news and celebrate it with my colleagues.

For more preppy style & grand millennial home content, check out my Preppy Fashion & Grand Millennial Home page.

Dress: Crown & Ivy at Belk; Scarf: Talbots; Necklace: Thrifted; Earrings: House of Harlow 1960; Tote: Amazon; Sandals: Jack Rogers; Bracelets: Amazon & J Crew Factory

Dress: Draper James; Necklace: J Crew Factory; Earrings: Charming Charlie; Bracelets: Amazon & J Crew Factory

Tank: Walmart; Skirt: Chaps; Necklace: Thrifted; Headband: Lilly Pulitzer; Bracelets: J Crew Factory, Amazon, & Kendra Scott

Dress: J Crew; Bracelets: Amazon, Lilly Pulitzer, & Kendra Scott; Earrings: J Crew Factory

Dress: J Crew Factory; Headband: Lele Sadoughi; Necklace: Kendra Scott; Earrings: House of Harlow 1960; Bracelets: Amazon, Lilly Pulitzer, & Kendra Scott

Dress: Southern Tide; Headband: J Crew Factory; Earrings: SugarFix by Target; Necklace: Thrifted; Bracelets: Amazon & Kendra Scott

Dress: Crown & Ivy at Belk; Scarf: Lilly Pulitzer; Necklace: Thrifted; Tote: Mark & Graham; Earrings: Charming Charlie; Bracelets: J Crew Factory, Amazon & Kendra Scott; Sandals: Jack Rogers

Dress: Lilly Pulitzer; Bow: Lele Sadoughi; Necklace: Kendra Scott; Earrings: SugarFix by Target; Bracelets: All She Wrote Notes & Lilly Pulitzer

Dress: Lilly Pulitzer; Cardigan: J Crew; Headband: Simply Southern; Necklace: Kendra Scott; Bracelets: Amazon, Kate Spade, Lilly Pulitzer, & Kendra Scott

Top: J. McLaughlin; Scarf: Talbots; Skort: J Crew Factory; Necklace: Coach; Tote: Mark & Graham; Bracelets: Amazon & Lilly Pulitzer; Flats: New Bella

Dress: Target; Necklace: Cora’s Den; Bracelets: Amazon & Lilly Pulitzer; Earrings: Charming Charlie

Tank: Lilly Pulitzer; Skort: J Crew Factory; Necklace: Kendra Scott; Bracelets: Lilly Pulitzer & All She Wrote Notes

Blouse: Talbots; Skirt: Draper James RSVP; Necklace: Thrifted; Bracelets: J Crew Factory, Kate Spade, & Kendra Scott

Tee: Mountain Moverz; Shorts: Stoney Clover Lane x Target; Necklace: Kendra Scott; Bracelets: Amazon & Lilly Pulitzer; Tote & Headband: Lilly Pulitzer; Sandals: Jack Rogers

Blouse: Crown & Ivy at Belk; Necklace: J Crew Factory; Bracelets: Amazon & Lilly Pulitzer; Skort: Lilly Pulitzer; Tote: Mark & Graham; Sandals: Jack Rogers

Blouse: J. Jill; Pants: TJ Maxx; Earrings: Lisi Lerch; Bracelets: Amazon, Lilly Pulitzer, & Kendra Scott

August and into September of 2024 are to be one of my busiest travel seasons YET (!!!!). I will be working bicoastal for half days for 3 days during August and will be visiting 2 (!!!!!) new and extremely anticipated states that I’ve been dying to visit for 15+ years now in this timeframe. That all being said, outfits will be limited during this period, but I am excited to still share what I wear in August as I wrap up Summer 2024 fashion (CRAZY to say out loud!). Needless to say, I’m super excited for my final full Summer month of work (from home) wear!

XOXO – Katie <3

August 1, 2024January 27, 2026

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