About
Meet Your Fifth Friend
Hi, I'm Jeremiah Holloway, founder of The Fifth Friend.
For more than 12 years, I've been passionate about creating content and telling stories through a camera. Over that time, I've learned that the best memories aren't always the perfectly posed ones—they're the laughs between friends, the sunset conversations, the spontaneous adventures, and the moments that deserve to be remembered forever.
Outside of content creation, I've spent more than five years working in the hospitality industry, where I discovered something I truly love: helping people create unforgettable experiences. Whether it's welcoming guests, anticipating their needs, or making someone feel at home in a new city, hospitality has become a huge part of who I am.
The biggest inspiration behind The Fifth Friend is my daughter. As a father, she's taught me how quickly moments become memories and how important it is to capture them while we can. Every experience we create is built around that idea.
I started The Fifth Friend because I wanted visitors to experience San Diego the way I know and love it. Not just by checking places off a list, but by genuinely enjoying the city without worrying about who's taking the photos or whether everyone made it into the picture.
Think of us as the extra friend every group wishes they had—the one who knows the city, captures every moment, helps everyone feel comfortable, and lets you stay fully present while we preserve the memories.
Whether you're celebrating something special or simply spending time with the people you love, it's an honor to be part of your story.
I can't wait to welcome you to San Diego and become your Fifth Friend.
FAQ
Frequently Asked Questions
Still Have Questions?
We're always happy to help. If you can't find the answer you're looking for, feel free to reach out anytime.
Jeremiah@thefifthfriend.comWe typically respond within 24 hours