We had the good fortune of connecting with Chloe Caldwell and we’ve shared our conversation below.

Hi Chloe, what role has risk played in your life or career?
Taking risks has probably been the most influential key to building my personal career. For instance, I was working a full-time job when I decided to leave and pursue freelance writing full-time. I followed the gut feeling inside that told me to take that leap of faith, and that was the moment when everything changed for me. Of course, taking risks also means there’s a chance of failure. However, the more you try and fail, the more you can learn and grow in ways that will help you further down the road. The point is TRYING and taking that risk in the first place, no matter what it might be. You never know where it might lead. For me, it’s (literally) taken me places I never imagined as a travel writer.

Alright, so let’s move onto what keeps you busy professionally?
Getting to where I am today has been anything but easy, and I still have a long way to go. I started freelance writing, with a focus on travel journalism, full-time in July of 2020 – AKA, the middle of a global pandemic when travel ceased to exist. I took every client and opportunity I could, reached out to professionals on LinkedIn, and pitched editors daily in the hopes of building a semi-decent portfolio. I also created a blog (bythecblog.com) and began further utilizing my social media to gain a variety of travel and lifestyle partnerships. Slowly but surely, I began to figure it all out. I’d say the number one thing that’s contributed to my success so far is simply consistency. Working hard every day with my dream of becoming a travel writer in the back of my mind drove me to keep pushing even in the moments when I wanted to give up.

Let’s say your best friend was visiting the area and you wanted to show them the best time ever. Where would you take them? Give us a little itinerary – say it was a week long trip, where would you eat, drink, visit, hang out, etc.
Showing my friends around my home city of Los Angeles is one of my favorite things to do. There are a few quintessential SoCal things that are never to be missed during a week in LA.

Outdoor activities: Runyon Canyon Hike, Santa Monica Pier, Venice Beach Boardwalk, Echo Park Lake (swan boats!)

Restaurants: Gracias Madre, Bacari W. 3rd, Harringbone, Sonoma Wine Garden

Rooftop Bars: EP&LP, High Rooftop Lounge, Mama Shelter, Highlight Room

Who else deserves some credit and recognition?
One person who has made has made a big difference in my career, personal confidence, and passion for writing is my editor/mentor at uproxx.com, Steve Bramucci. He saw potential and talent in me that, until he instilled it in me, I didn’t always see for myself. His excitement for life, travel, and his work motivates me to go after my goals with the same fierce tenacity.

Website: https://www.bythecblog.com/

Instagram: https://www.instagram.com/chloeicaldwell/

Linkedin: https://www.linkedin.com/in/chloe-caldwell-559b4a110/

Twitter: https://twitter.com/chloeicaldwell

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