Cassandra Le

Founder, CEO, and Copywriter - The Quirky Pineapple Studio

The Quirky Pineapple Studio is a boutique messaging and content strategy agency for social enterprises and impact-driven businesses who want to use marketing for good. We help you craft a confident message and content around that, to bring in your community and increase the impact you're making.

What inspired you to start your business?

A few things! I believe I always wanted to be a business owner because my parents are business owners, as well as, the majority of my aunts and uncles. I clearly remember my mom buying me an American Girl book on making money with my hobbies and I was struck by the idea that I could MAKE things and get paid for them! Since then I've dabbled in business ideas since I was in the 6th grade, selling homemade bookmarks, planning birthday parties for friends, creating homemade invitations, etc.

I was inspired to start The Quirky Pineapple Studio because I knew I always wanted to be a writer, and I wanted to help others directly with my knowledge and know-how. The Quirky Pineapple actually started off as a travel blog, sharing my experiences living and teaching English in Spain. I shared travel tips, living abroad advice, and my personal experiences on how to "go against the grain" and live life on your own terms. Then, when I moved home and got an office job, it turned into a lifestyle & travel blog. Then, when I decided to move back to Spain (short story: I fell in love abroad and my boyfriend is from here!), I knew I needed something that would pay the bills.

The Quirky Pineapple Studio was born because I wanted to have the freedom and flexibility to work online and travel at the same time. Since I'm living across the ocean from my family, I needed the flexibility to go home in case of an emergency or anything else!

Now I'm able to use my organizational and planning skills to help others create content strategies to be visible and confidently share their message to the world. It's surreal to me because I remember brain dumping the reason I want to get into branding and content strategy, and my exact words were I wanted to help people feel fierce online, share their voices and stories, and help them get noticed for the work they do.

What is something you would say to someone who is struggling in their first few years of business? Is there something you struggled with and learned from in those first few years?

I learned a WHOLE lot about myself. I love the business side of being an entrepreneur... learning about accounting, finance, automation, systems, efficiency, running a team, etc. But the biggest thing I have struggled with is learning about myself and understanding my habits, thoughts, and patterns. It's a lot of self-work to build a business and a brand, that no one really ever talks about! I learned how to manage my time in the best way for me, what my values were, and what actually motivated me - whereas before, I 'thought' I knew but never put those ideas to the test because I never had to.

I'd tell someone in their first few years of business... sit down and REALLY, ABSOLUTELY get to know yourself. What makes you tick, what makes you upset, what you define success as, what your true goals are, how you work, etc. When you feel comfortable with yourself and accept and love everything you were, are, and going to be... then doing all the business stuff is so much easier because you have instant clarity! It makes making business decisions so much easier because you're not clouded by comparison, jealousy, shiny-object syndrome... you're truly staying in your own lane!

What hobbies, causes, or activities are you passionate about aside from your work?

I love traveling! Roadtrips are my favorite way to travel slow and get to know a city or country. A few of my other hobbies are cooking (love testing new recipes & pretty sure this is my love language) and baking. I also like to eat... that's a hobby, right? I love trying new foods, finding mom and pop restaurants or cafes, and searching for the best homemade dishes anywhere I visit.

I am passionate about causes like women and children's education and empowerment and have donated to charities and giveback opportunities to strengthen these programs. I also believe in diversity and inclusion and helping underrepresented groups receive recognition and guidance.

I'm a big feminist who's trying to break down the patriarchy in my own way and take down white supremacy.

Image Credit: Headshot: Laura Quintero Photography / Website: / Instagram: