From Corporate to Remote Work: Naomi Rosales’ Journey to Freelancing and Travel Freedom
Episode Title: From Cubicle to Coastlines: How Naomi Rosales Transitioned from Corporate to Remote Work and Travel Freedom
Podcast: XP and Oxygen
Host: Joan Rose Castillo
Guest: Naomi Rosales (@whereareyounao | @cebuana.sirena)
Episode Summary:
In this inspiring episode of the XP and Oxygen Podcast, we sit down with Naomi Rosales, a remote worker, digital entrepreneur, and content creator who left the traditional 9–5 grind to pursue a freedom-filled lifestyle. Naomi shares how she transitioned from a corporate job in Cebu to working remotely while traveling the world and managing multiple businesses, including a franchise, a food and beverage brand, and a travel-based side hustle.
We explore what it really takes to shift from the corporate world to a remote work setup, including how to build your skills, where to find online jobs, and why you don’t need to quit everything overnight. If you’ve been wondering how to start freelancing or land your first remote job, this episode is packed with honest insights and actionable advice.
In This Episode, We Cover:
- Naomi’s corporate life before discovering remote work.
- How the pandemic opened the door to location independence.
- The exact moment she decided to leave her office job for good.
- Practical steps she took to upskill and land her first remote gig.
- Real talk on freelancing fears, financial instability, and impostor syndrome.
- Day in the life of a digital nomad and remote worker on the move.
- The importance of rest and routines in a flexible lifestyle.
- Must-have productivity tools for freelancers and remote professionals.
- Advice for people transitioning to work-from-home careers in the Philippines and beyond.
Resources & Mentions:
Facebook: Cebuana Sirena Adventures
Instagram: @whereareyounao
TikTok: @cebuana.sirena
Blog Coming Soon: cebuanasirena.com
Remote Work Starter Kit
