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Cassandra Le
Community and Events, Europe

Member Spotlight: Cassandra Le of The Quirky Pineapple Studio

Meet Cassandra Le – an active member of Madrid Travel Massive and founder of The Quirky Pineapple Studio, a copywriting & content strategy boutique agency for hospitality & tourism brands.

Cassandra recently hosted a Travel Massive LIVE webinar sharing her “5 Steps to Revamp Your Content Strategy For Your Travel Business”.

Originally from the US, she is now living her best life soaking up the Spanish sun. Read more about her inspiration to be part of the tourism industry.

Cassandra Le from The Quirky Pineapple

Say hello to everyone! Why do you travel?

Hi! I’m Cassandra. I’m a Virginia, USA native, calling Madrid, Spain home (for now). I’m a copywriter & content strategist, event coordinator, Vietnamese-American, street-food lover, and language enthusiast.

I am the founder of The Quirky Pineapple Studio, a boutique copywriting & content strategy agency, helping brands in hospitality and tourism write heartfelt words and connect to their ideal audiences with content and experiences.

Travel has been a huge part of my upbringing, thanks to my parents. I’ve had the privilege to travel at a young age and continue to keep traveling now.

It’s my favorite way to explore, meet new people, try new foods, and make myself feel that good type of uncomfortable when you land on new terrain with eager eyes and excitement buzzing through your body. You know what I’m talking about, right? I can’t be the only one!

For me, travel is how I can best connect with new communities, humble myself, and learn openly from others on different perspectives, ideas, culture, and food. Without sounding like a cliché, travel is my favorite way to continuously learn and find myself opportunities and a lot of new people at the same time.

What’s your biggest pet peeve about tourism?

Oh, spicy question. I have quite a few, but my biggest pet peeve about tourism (and maybe tourists) is wanting to “travel like a local” without immersing and investing back in local culture. By saying this, I’m not excluding the fact that I’ve probably said/done this very thing – but it’s something that I’ve definitely been more conscious about lately.

This can go many ways, but I think that the phrase “travel like a local” can be thrown around so loosely to describe shallow activities (ie: eating local food, going sight-seeing, drinking like a local, etc.) that sometimes it misses the cultural and economic aspects of travel.

Since trying to be more conscious of my travel style, I always try to invest back into local culture (ie: local tourism agencies, mom and pop restaurants, markets, etc.) and to understand the historical milestones that play a part in a country’s culture, habits, economy, and mindset – which makes a travel experience that much richer and fulfilling.

So, I guess to summarize, the phrase “travel like a local” sometimes makes me roll my eyes if it’s thrown around without any true initiative to understand and give back to the community that’s opened its doors.

Cassandra Le from The Quirky Pineapple

How are you creating a positive future for travel?

Through my boutique copywriting and content strategy agency, our focus is to provide our clients (brands in tourism and hospitality) with content that connects and shares the experiences that they offer.

I always do my research and due-diligence when working with clients because although many can claim to be sustainable tourism brands or hospitality businesses, it requires more digging to make sure that their impacts are long-term and most beneficial not only for their clients (the travelers) but the local culture.

Creating branded copy or a “big picture” content marketing strategy for brands in tourism requires a holistic standpoint, taking into account what the local culture is like, under-represented groups of people, how tourist dollars are reinvested back into the economy, and so forth.

In the work I provide, I try to always be conscious of the negative side-effects of marketing (ie: over tourism) and making sure that through my marketing strategies it can combat or provide a richer experience for the company and traveler.

What are you looking for in the Travel Massive community?

I love connecting with other travel brands to talk about ideas, travel destinations, and marketing innovations. I’m looking for other people to connect with, who are also expats, and are interested in working together. I’m always open for a virtual (or in-person) coffee chat to meet new people and exchange ideas.

Cassandra Le from The Quirky Pineapple

Rapid fire questions:

Favorite city: This is a tough one, but my two favorites so far have been Dublin, Ireland, for the camaraderie, friendliness, and how fun the bars and live music are. My second favorite city is Toledo, Spain. The medieval architecture and history in this place always leaves me in awe.

Favorite food: I don’t have one… I’ve tried so many good things, I can’t pick. The first thing that pops into my mind is a “chimney cake” I had in Budapest.

Biggest travel fail: Traveling with a group of people where we didn’t have the same travel style or priorities. It completely changed the vibe of the trip. Also, not double-checking how many train stations there were in a city and going to the wrong one, then missing the train. Whoops…

Best memory: Traveling through the Atacama Desert and overlooking the salt plains and Moon Valley thinking “Wow, this is my life”. At that moment, it sunk in how grateful and appreciative I am to travel, privileged enough to do so, and the possibility for new opportunities are out there. It also gave me the realization that I’d love to do the same for others, so they can have that “WHOA” life moment.

Cassandra Le from The Quirky Pineapple


Follow Cassandra Le on Travel Massive and The Quirky Pineapple on Facebook and Instagram.


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