FLEIRE CASTRO
Helping you build wickedly resilient careers & businesses
Currently geeking out about:




ABOUT FLEIRE
Yes, it's pronounced as "FLARE". ;)
Fleire Castro is an Award-Winning Woman in Business, a U.S. State Department Fellow, Startup Founder, and Fractional CMO. Known as the "Digital Maestra," she helps professionals and founders stay relevant, competitive, and unfireable in a world reshaped by AI.
Fleire has 19 years in Information Technology and 17 in Digital Marketing, and has served over 100 businesses across the Philippines, the U.S., and Singapore.
She left her hometown at 21 with 20,000 pesos in the bank, was fired from her first corporate job, and turned that into the spark for her first agency — now a portfolio spanning three countries. She was sent to Nairobi, Kenya, as a delegate to the Global Entrepreneurship Summit, and to Chicago, Illinois, as a U.S. State Department Professional Fellow.
Fleire serves as CEO & Founder of DashoContent, a Singapore-based hybrid content operations platform that connects marketing teams with AI-powered tools and human experts to scale content production. She is also the Founder/CMO of Third Team Ventures, a Fractional AI Ops Team that helps founders with AI and automation.
She has consulted for organizations including Senti AI and DICT and has been mentored by Ideaspace Ventures, QBO, AppWorks, the Cherie Blair Foundation, and the U.S. Embassy.
Fleire's "Para Sa Bayan" advocacy focuses on women entrepreneurship and digital + tech for social good.
When not working, she looks forward to long walks at the park and tea time with her son.

TRAINING AND SPEAKING TOPICS
Fleire Castro has been invited as speaker and trainer on topics related to the following:


Consult with Fleire
Need straight-talk guidance on launching, growing, or pivoting your business? Let's sort it out together.
$99
Individual Consultation

NEW PROGRAM
Grow with Fleire Castro: Get Real Skills, Straight Talk, and Smart Strategies in Digital Marketing and Startups.
No fluff, just practical mentorship tailored for you.
Limited slots available. Apply now.
"The best stories you can tell are the ones that you experienced from your own journey. Craft a great one."
THE WICKEDLY AWESOME STORIES WE TELL
Everything is about STORIES.
When someone asks me why I love the word "WICKED", I tell them a story.
That story starts with how I ran away from home in 2008 and how in that darkest time in my life, an online comic book with the title "No Rest for the Wicked" became my only solace.
If you do a quick Google search today, that same phrase actually tells you about the common plight of 21st century workers (us!) where we don't have the time to stop and savor life because - guess what - no rest for the wicked!
No wonder I love this word. It just reflects how we are #WICKED and how we are robbing ourselves of the joy of savoring our wins.
Now, I use #wicked to humorously remind myself to rest while hustling onwards. And that behind every challenging journey is a wickedly good story to tell.
Onwards to the next moonshot!
TESTIMONIALS
From My Wickedly Great Mentees
SEND FLEIRE A MESSAGE
..or a handwritten letter. I would love that.
PHONE NUMBER
USA +1 347 480 1696
EMAIL ADDRESS
fleire@thirdteam.org
OUR LOCATION
Los Angeles, CA, USA
Singapore
Metro Manila, Philippines
Cebu City, Philippines
© 2026 / Fleire Castro / All rights reserved