Work with me

You’re struggling to share consistent content to attract the right crowd.

You want to create a unique brand that really embodies your personality, heart, and soul – but now you feel like you’ve lost your voice because you’ve been imitating what everyone else is doing.

Let’s be honest for a second.

You’re actually scared of success because you’re afraid you will do something to mess it up.

If that’s you, then let’s sit down and grab some sangria. I’m your tough-loving lady. I help creative entrepreneurs, small business owners, and side-hustlin’ divas who deal with imposter syndrome and insecurity, have a strong voice that conveys their heart and soul through strategy sessions, content creation, and copywriting.

I help you own your voice and share it in a heartfelt brand.

You’ve got a message, a fire deep in you, and you’re ready to have the success you crave to build the lifestyle you’re proud of. I’m handing you the tough-love daily because I believe in your heart and your message. I know you can do it!

Ready to make some magic together?


Copywriting & Storytelling

A service specifically designed for the creative entrepreneurs, small business owners, or side-hustlers, who want to invest and create a strong voice for their brand. We work together to establish your story and hone in on your voice, so that it perfectly captures the heart and soul behind your business.

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Content Creation

I help women, who are overwhelmed and frustrated, with creating consistent content to share on social media. It can be tiresome to come up with new ideas for every post, email, or blog post that shares your business message. Through strategic and thoughtful content creation, we can create content that resonates with your ideal client while still being personable and honest!

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Portrait & Couples Sessions

For the fierce woman or the adventurous love story. I’m ready to capture the spark inside or between you and your partner! Portrait sessions for the courageous woman are designed to make you feel confident and empowered! Quirky Pineapple couple sessions are made with adventurous and playful couples in mind. I make sure to capture the joyful love you both share!

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Strategy Sessions

Strategy sessions are created for creative entrepreneurs, small business owners, or side-hustlers who want to get the tough-love to grow their blog or business and be seen as an expert. I’ll be working with you 1:1 to design a tailored strategy that fits your business model and lifestyle. Strategy sessions are also for the women that need the extra kick to find their voice and story, and be courageous to step out and share it! [3 month minimum]

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  • "It was such a pleasure to work with Cassandra on creating a unique branding strategy for my business! Her professionalism, knowledge, and encouraging outlook was so refreshing and made for a great experience. She listened carefully to my branding concerns, answered any questions I had, and took the time to get to know me as an individual and an entrepreneurial artist. Cassandra tailored the entire process based on my unique needs as a creative professional. She asked all the right questions to make me think carefully and deliberately about the "why" and "who" of my brand and taught me how to translate everything into a digital, visual representation for potential clients and agencies to browse. If your business could use a tune-up with its branding message, definitely consider The Quirky Pineapple!"
    – Alethea Spencer
  • "If I could sum up my experience working with Cassandra it would be: GIRL BOSS! Cassandra really wants to get to know you before getting behind the camera. By sharing my style and inspirations, she really nailed the look I wanted for my photoshoot. Even if you have never posed before, she truly empowers your inner super model! I had so much fun expressing my style and beauty with Cassandra. She’s a great photographer, supporter and friend."
    – Russie Tran

Ready to roll up your sleeves
and make some magic?