29 Life Lessons On My 29th Birthday

Today I’m turning 29 years old! On the cusp of 30, thought I’d share some of the lessons that I’ve learned over the years that have helped me find inner- happiness. If you have a friend in their 20s looking for direction or maybe one that is in a single stage of life, highly recommend passing this list along for a little inspiration. 🥰

Think my favorites on the list are 10, 24, & 27.

SHOP FEATHERED FAVORITES

December 10th has snuck up on me again and as I turn 29, I wanted to take another moment to pause and reflect, but this time not on what I hope to accomplish – instead on what lessons I’ve learned. I just feel like I’ve grown so much in the last 5 years since I first moved to New York as a single, broke girl on the Upper East Side. I’ll be honest I wasn’t a happy person back then and a lot of that was due to not knowing who I am. So here are my life lessons that have helped me find myself, inner peace, and eventually my partner.

29 Life Lessons On My 29th Birthday

1.You don’t have to have it all figured out.

2. If you do want to start finding your direction, list 3 people you look up or have the job/life you aspire to & write down what you love about their career/life. If you can, take them out to coffee & pick their brain. Mentorship is everything.

3. Find a mentor or mentor yourself by reading Designing Your Life by Bill Burnett

4. Don’t get discouraged by those that don’t understand what you do for a living. It isn’t your job to stay within their box.

5. I am a person that talks through how they feel. It might take time to understand what I’m feeling inside, but it’s important to give yourself that grace & know that it is ok to say the wrong thing & apologize – if it gets you to a place of clarity.

6. It’s ok to change your mind.

7. You are allowed to say, “No.”

8. Put yourself first. (especially in your 20’s) There is no value to overstretching yourself for the sake of others if you are not happy.

9. Sleep is important. Make it a priority.

10. Finding yourself is a mixture of – spending time alone, taking risks if it means you are doing something you are passionate about, making mistakes, and accepting yourself for who you are.

11. I am unique, weird, and different. I have quirks some people don’t understand. But those that matter & that I want to keep in my life will love me and accept me anyway.

12. Moving to New York, I learned it’s a city of misfit toys. I kind of love that if I ever have any insecurities, this city always reminds me that there is always someone weirder, quirkier, or more awkward than me just around the corner & they are confident. You need to give yourself permission to be you.

13. If you ever walk into a room feeling insecure, just pretend that it’s your party & you invited every. Tell yourself, “I am supposed to be here.” It’s my secret to faking it till I make it.

14. Comparison is the killer of joy.

15. If you find yourself comparing or feeling sad when looking at social media then it is not serving its purpose. Unfollow those people & take control of your happiness. Put the phone away for an hour.

16. Only follow those that bring you joy. Instagram should either be a place that inspires you, educates you, or informs you – in a positive way.

17. It’s ok to say, “yes.”

18. If you feel an idea cross your mind, it’s ok to be spontaneous or a risk-taker. Book that flight, call that friend, send those flowers, show up to that play – we have a conscience for a reason, don’t talk yourself out of living life.

19. Life is short.

20. If you live your life with no regrets, you shouldn’t be afraid of death.

21. Make it a priority to explore what you believe in.

22. You don’t have to have the same faith as your parents. I dated a Mormon for 2 years & it taught me to question in my heart what I truly believe. A wonderful learning experience.

23. Some people are meant to be in your life for just one chapter, not the whole book. They were in your life for a reason, so be reflective and always think about what you learned from that relationship & grow from that experience.

24. Stop looking for the love of your life, they are standing right in front of you in the mirror. Get to know them first.

25. When you are single, create a bucket list of everything you want to accomplish before meeting someone. And set a period of time to allow yourself to accomplish all of those things – ex. a year. Be the f*cking best at being single, like it’s a competition. I think it’s the most fun chapter & you’ll have the best stories to tell after!

26. If you are hoping to meet someone be able to answer, “what does love mean to you?”

27. True love to me means having mutual respect for one another, equal desire & effort put forth into dating one another each and every day of your lives (no matter how long you’ve been together), and each of you wakes up each morning thinking, “man, I am the luckiest person in the world.”

28. You will never regret making family a priority or going to see your parents/grandparents.

29. The key to happiness is being grateful.

And when you are sad, stressed, or anxious – drink a tall glass of water & list out everything you are thankful for until you feel better.

 

Wow… even writing all of these down makes me a little emotional, because I wish I could share them with a younger version of myself. I spent so much time worrying about what other people think, trying to change myself to fit in, and searching for love when I didn’t even love myself. Your 20’s are about being selfish and discovering what makes you, you. I’m so grateful for all of my mistakes and don’t regret anything, because it brought me here.

Hope you enjoyed these little life lessons, would love to hear

– which numbers are your favorite?

💛 Think my favorite lessons were 10, 24, & 27 ✨

 

It’s been two years since I’ve written one of these birthday posts. My 27th Birthday Bucket List was my last one and even though that was a more playful moment in time, I’m a little nostalgic looking back at what I wanted to accomplish and can proudly say that I completed at least 14 of the 27 bucket list items.

p.s. If you happen to go back in time and read My 27th Birthday Bucket List, just for fun – thought I’d share which Bucket List items I checked off over the past 2 years:

1.Got a new Manager ✔️

2. Went to Japan with Nick in August 2019 ✔️

3. Tried the Squatty Potty at Nick’s sister’s house ✔️

5. Read the first Crazy Rich Asians book ✔️

6. Went camping on Governor’s Island ✔️

7. Got better health insurance, on Nick’s after getting a domestic partnership together ✔️

10. Had a good 2019 summer of non-stop Barry’s ✔️

11. Played in a Turkey Bowl with Nick’s fam last Thanksgiving – I sucked 😆 ✔️

12. Surprised Nick with a trip to Vegas for his 28th Birthday ✔️

18. Blog posts out every other week ✔️

22. Been better about saying, “yes” and going out – but I just come home early (this was pre-covid of course)  ✔️

23. Been a lot better at respecting his boundaries on social media, all about communication ✔️

25. Habits of neatness – hang up coat and put away shoes right away – do this on the daily ✔️

27. Feel like I do “Random Texts of Kindness” to loved ones once a week ✔️

Do you enjoy making lists too? Would love to hear some of your favorite Life Bucket List items you’ve checked off!

photography: Carter Fish

12 Comments

  1. Katie
    December 10, 2020 / 10:06 am

    This was a great list and reminded me of a few things I’ve wanted to focus on before my 20s end as well! Happy Birthday!

  2. December 10, 2020 / 10:38 am

    Happy Birthday to you! I hope you have a wonderful birthday, and thank you for sharing the lessons you’ve learned!

  3. Tracy
    December 10, 2020 / 10:58 am

    Loved your life lessons and especially knowing you were able to cross some items off your bucket list! My birthday is also coming up soon, reading this reminded me to update my personal goals/bucket list. This was super inspiring! Happy Birthday Caila 🙂

  4. DyolB
    December 10, 2020 / 12:56 pm

    In addition to your favorites # 10, 24 and 27, I’ll add to mine number 29. ☺️✨❤️

    You have a Wonderful Birthday! You’re smart and you have a good heart! Kudos to your parents !👍😊

  5. Sunny
    December 10, 2020 / 1:41 pm

    Love this list, #29 is what keeps me centered. Happy Birthday

  6. Malaykham
    December 11, 2020 / 5:05 am

    Definitely #24. We have to love and know ourselves first before trying to love someone else❤

  7. Susan
    December 12, 2020 / 6:51 pm

    It’s okay to change your mind is definitely something I am learning in my 20s now and it’s honestly so freeing ! I’m really having to learn I can change my mind and, forgive myself for doing so ! happy birthday to you 🙂 I love love love reading this blog and I hope you had a great one ! X

    Susan Books Etc

  8. Niktar
    December 13, 2020 / 8:26 pm

    Happy birthday to you. I am stumbled on your linkeedin profile and then on the blog. I also learn from your life blog.
    Thank you.

  9. December 28, 2020 / 3:24 am

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  10. December 28, 2020 / 7:36 am

    Definitely, what a great blog and revealing posts, I definitely will bookmark your site. Best Regards!

  11. PR
    February 9, 2021 / 8:04 pm

    love this dress on you! who makes it and what size are you wearing it in? ps-happy belated bday 🙂

  12. Lili
    July 7, 2021 / 11:47 pm

    I just read this today & I’m 26. Wish I had found your blog when I turned 20. I love your posts! You’re super relatable and your style is so cute. I love that you’re stylish and well dressed, and also own your quirks. I relate so much with that! I’ve been told I look like a mean girl, or whatever a mean girl is… when really I’m a softie at heart. Feel like we’re the same <3