#30Over30PHL – Caroline Hubbard

Happy Monday everyone! Today’s #30Over30PHL feature is of a woman who decided to completely overhaul her life at age 30, changing careers from being an advertising executive to burgeoning litigator. Even while she’s busy studying to become a lawyer, the inspiring Caroline Hubbard has kept her creativity by playing the keyboard and singing in Philadelphia band, Weird Hot. Here’s to all of Caroline’s success!

Caroline Hubbard | Femme & Fortune | 30 Over 30

Name: Caroline Hubbard

Age: 32

1) What neighborhood in Philadelphia do you call home? Fishtown

2) Tell us about what you do professionally: I am a freelance writer, research assistant, rock and roll keyboard player, blogger and full-time law student at Temple University.

3) What makes you happy? The Puppy Lady (my dog– her name is legit “The Puppy Lady”), Weird Hot (my band), friends & family, great earrings

4) Who inspires you and why? Firstly, Auntie Mame is my hero. Secondly, insofar as people I know–The Dean of my law school is super inspiring, as are several of the professors I’ve had. I *feel* smarter purely for having been in their presence.

Also, I am just as inspired by incredible performances. I try to see a lot of theatre and local bands. There are so many talented people in this city.

In the immediate sense, my boyfriend is inspiring because he is as kind and as patient as I want to be.

5) What’s your biggest regret and why? I signed up to take the LSAT (entrance exam for law school) in 2009, and rationalized not going through with it because I was “too old.”

I was 26.

In 2013, I actually started law school.

I was 30.

6) What is your life motto? I have two life mottos.

1. No matter what, I will always thoroughly amuse myself.
2. You have to play the game to win the game.

7) Name a guilty pleasure: Fried bar food sampler platters. Jalapeño poppers, mozzarella sticks, chicken fingers, oh my.

UGG boots. I feel like they get a bad rap but in a purely utilitarian sense, man did they come in handy this past February.

8) On what occasion do you lie? I think it’s important to “lie” to yourself after a defeat of some kind. A bad grade, performance, fashion choice, haha. You have to convince yourself that it wasn’t so bad, in order to get back out there and try again.

9) What’s in your purse right now? Lipsmackers Dr. Pepper. I read somewhere that Lipsmackers is being discontinued so I bought up a bunch of Dr. Peppers. I’ve also got hand lotion and several pens and highlighters.

10) What is your greatest extravagance? I think finding a way to travel internationally with some frequency on a full-time student budget is my greatest extravagance.
I’m good at rationalizing things so I try to view it as an investment in solid life experience.

11) Where is your favorite travel destination? Copenhagen or London. I don’t believe in going to the same place for vacation over and over, I’d rather go somewhere I’ve never been.

12) How do you take your coffee? I put a lot of milk in it so it ends up being kind of a poor man’s latte, but that way it also has protein, and more sustenance. This is how I avoid having to buy breakfast.

13) What is your most treasured possession? Does the Puppy Lady count?

14) What is your favorite magazine? Marie Claire. I’ve been really into The Economist lately too because it offers a refreshing international perspective on current events.

15) What advice would you give your 20-something self? Don’t be alarmed if all of a sudden your life looks nothing like it did before, or nothing like you thought it would.

16) Where can we find you on a Friday night? My band plays around town a lot. If I’m not playing myself I’ll be likely watching another band, or sipping on a $3 City Wide at Atlantis:The Lost Bar.

17) What motivates you? Fear is powerful.

18) What’s something unique that we can find on your desk or around your workspace? A $2 Bill. I refuse to spend it until I have to.

19) What’s the best relationship advice you’ve ever gotten? Leave. It’s hard but you know when something is not right.

20) What’s your favorite thing about Philadelphia right now? It has everything you could ever want in a major metropolis; great food, arts, culture, scenery, people, but it is so much more accessible than most major cities.

Also, we’re totally owning that whole beer garden scene right now.

21) If you could be any superhero, who would you be and why? See, there is a distinct lack of kick-ass women super heroes in popular culture, which is why I’m drawing a blank on this question!

22) Do you have a fashion icon? Blake Lively.

23) If you could go back to one decade in history, which one would it be and why? I’d want to be an ex-pat writer on the French Riviera in the 1920s. Glamour and excess all the way!

24) Where’s your favorite place to eat? The Four Seasons Food Court across from Liberty Plaza. I call it my favorite restaurant in Philadelphia.

25) How do you stay sane balancing your life and career? If I couldn’t find time to do creative things I would keel over and die. I stay sane by being sure to make time for theatre and music.

26) What’s your favorite drink or cocktail? A dirty martini with lots of olives. Preferably bleu cheese stuffed olives.

27) What is your favorite movie? Auntie Mame. The movie with Rosalind Russell, NOT the musical.

28) Tell us about an embarrassing moment you recently had: No! Let’s just say I put a big ole foot in my mouth.

29) What’s your favorite app right now? Dubsmash!

30) If you could, what would you say to yourself fives years from now? I would ask myself a bunch of questions about how life is going in 2020.


#30Over30PHL is a month-long series highlighting Philadelphia’s most ambitious women. Created in collaboration with Melissa Alam of Femme & Fortune and Alex Kacala of FaymeProblems. #30Over3PHL is being presented with support from Hard Rock Cafe Philadelphia.


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