Fractional CMO · AI Marketing Systems
Your company needs a CMO.
You're not ready to hire one.
That's where I come in.
I've spent 18 years running marketing agencies and building content operations infrastructure. Now I plug into growth-stage companies as their fractional CMO — build the AI marketing system, train the team to run it, and hand it off when it's working.
For solo CEOs and founders who need senior marketing leadership without the full-time hire.
18 years · 3 countries · 100+ businesses · U.S. State Department Fellow
Philippines · Singapore · California

My first gig was writing an article for $1 on oDesk. I was 21, had a baby, and just got fired from my first corporate job. I built a marketing agency in Cebu from that, ran it for 10 years, served clients like Aboitiz and Megaworld, burned out hard, and rebuilt everything. Turned the agency into a consultancy. Built a content operations platform. Registered companies in Singapore and California.
Now I work as a fractional CMO for growth-stage companies and run workshops that teach marketing teams how to build AI systems into their daily operations. Everything I know about marketing came from doing the work — managing teams, shipping campaigns, fixing broken operations, and staying up until 4 AM because a client needed it done by morning.
Read the full storyFor companies
If you need me embedded in your team.
These are for CEOs and founders who need a senior marketing partner running the function. I've done this for legal tech, SaaS, and agencies across PH, SG, and the U.S.
I take on a maximum of 3 clients at a time. Every engagement gets my direct involvement.
The Machine — How It Works
Audit
I review your current marketing stack, content workflow, and team capacity. Takes 1 week.
Architect
I design the AI marketing system: content engine, lead gen automation, analytics layer. You approve the blueprint.
Build & Train
I deploy everything and train your team hands-on. Every workflow is documented. Takes 4–6 weeks.
Handoff
Your team runs it independently. I do a 30-day check-in, then I'm out.
Typical engagement: 6–8 weeks. Starts at $4,000/month.
(A full-time CMO runs $180K–$250K/year. This gets you the same strategic output in a defined engagement.)
What clients say
I let the work speak.
Questions
Frequently asked.

Live Workshop Series
Train marketers to become the person their company can't afford to lose.
I normally deliver this as custom training for in-house marketing teams. Companies pay premium for it behind closed doors. I'm now running it as a live workshop for individual marketers, agency owners, and team leads who are rebuilding their workflows around AI.
You build real tools during the session. Production-ready prompts, brand-safe review loops, a content workflow you can hand your team the next morning.
What you walk out with:
The Content Ops Framework
From manual chaos to a system: Strategy, Production, AI Tools, Governance.
The Prompt Formula
Role + Context + Task + Format + Constraints. The structure behind every output we produce in our live operation.
Brand-Safe Review Loops
So AI output gets caught before it embarrasses your client.
3 Branded Templates
Social, blog, email. Hand them to your team the next morning.
Next cohort: March 2026 — limited seats
Join #UNFIREABLEFree Resource
Get the playbook — free, straight to your inbox.
The exact framework I use to audit a marketing team's stack, identify what to automate first, and deploy AI workflows that stick. 12 pages. No fluff.
What's inside:
- The 5-layer AI marketing stack
- Automation audit checklist (the one I use with $4,000/mo clients)
- Prompt templates for content engines and lead gen
- ROI calculator: manual vs. automated ops
Free. No spam. Delivered instantly to your inbox.
Wicked Thoughts Podcast
65+ episodes. AI builders, marketing operators, founders who actually ship. We talk about systems, trade-offs, burnout, the real decisions that happen before the LinkedIn post. New episodes weekly.
Listen now
Speaking & Events
I speak about AI marketing ops, founder resilience, and building systems that outlast you.
Available for keynotes, panels, workshops, and podcast guest appearances. Based in Manila, available globally.
Talk Topics
Building AI Marketing Operations
How to build a marketing system your team can run without you.
The #UNFIREABLE Marketer
Why the marketers who survive the AI shift are operators, not creatives.
From $1 Articles to 7 Figures
The founder journey: burnout, rebuilding, and betting on systems over hustle.
Content at Scale
How small teams produce enterprise-level content with AI workflows.
50+ events · 3 countries · Corporate, startup, and university audiences
Past stages:
Certified ASEAN Digital Trainer · IdeaSpace Foundation · AppWorks · Southwestern University PHINMA · On Deck
Photos for Your Materials

Headshot - Square

Headshot - Landscape

On Stage

Panel Discussion
Click any photo to expand and save. For higher resolution versions, email fleire@thirdteam.org
Bio — Copy & Paste
50-Word Bio
Fleire Castro is a Fractional CMO and AI marketing systems builder with 18 years in digital marketing and 19 years in information technology across the Philippines, Singapore, and California. She is the founder of DashoContent and Third Team Ventures. A U.S. State Department Fellow and Global Entrepreneurship Summit delegate, she builds AI marketing systems for growth-stage companies.
100-Word Bio
Fleire Castro is a Fractional CMO and AI marketing systems builder, and founder of DashoContent — a hybrid content operations platform that connects marketing teams with AI-powered tools and human experts — and Third Team Ventures, a fractional AI ops team with presence in California, Singapore, and the Philippines. With 18 years in digital marketing and 19 years in tech, she has served over 100 businesses across three countries. Fleire is a U.S. State Department Fellow (PFP), Global Entrepreneurship Summit delegate, AppWorks accelerator alumna, On Deck Fellow, and recognized as one of the top Philippine marketing podcasts on Feedspot. She specializes in deploying AI marketing systems — content engines, lead gen automation, and analytics — that teams can run independently. She builds the system, trains the team, then leaves.
250-Word Bio
Fleire Castro is a Fractional CMO and AI marketing systems builder who helps growth-stage companies deploy marketing systems powered by AI. She is the founder of DashoContent, a hybrid content operations platform that connects marketing teams with AI-powered tools and human experts, based in Singapore, and Third Team Ventures, a fractional AI ops team with presence in California, Singapore, and the Philippines. With 18 years in digital marketing and 19 years in information technology, Fleire has served over 100 businesses across the Philippines, Singapore, and the United States. Her work focuses on building content engines, lead generation automation, and analytics dashboards that marketing teams can operate independently — without ongoing dependency on external consultants. Fleire is a U.S. State Department Professional Fellow through the Professional Fellowship Program (PFP), where she was posted to Chicago, Illinois. She has served as a delegate to the Global Entrepreneurship Summit in Nairobi, Kenya. She is an alumna of the AppWorks Accelerator in Taipei and an On Deck Fellow. She holds a Certified ScrumMaster designation and is an ASEAN Certified Digital Transformation Trainer. She has been mentored through IdeaSpace Ventures, among other programs, and hosts the Wicked Thoughts Podcast, recognized as one of the top Philippine marketing podcasts on Feedspot. Before building her current portfolio, Fleire started as a $1-per-article freelancer on oDesk at age 21. She built a content agency in Cebu, grew it to a team of 40+, and evolved it over a decade before restructuring her operations around AI and automation. She is based in Manila and available globally for keynotes, panels, workshops, and podcast guest appearances.
Bios in 50, 100, and 250-word versions are available above. Copy any version for your materials.
Interested in having me speak at your event?
Invite Me to SpeakOr email directly: fleire@thirdteam.org
The Ecosystem
I build the companies. I run the operations.
These are the companies and platforms I've built and operate. They're the proof that the systems I teach actually work at scale.

Third Team Ventures
Holding Company · California
The parent entity. Strategy, investment, and operations across all ventures.
thirdteam.org
DashoContent
AI Content Platform · Singapore
AI-powered content production for businesses. The productized version of the content engine I build for clients.
dashocontent.comI started as a $1-per-article writer on oDesk at 21 with a newborn. Built a content agency in Cebu, PH. Grew it to a team of 40+. Evolved it over a decade. Burned out so hard I had to slow down at 36.
Rebuilt everything. Moved operations from pure services to systems. Founded Third Team Ventures with presence in California, Singapore, and the Philippines. Launched DashoContent as a hybrid content operations platform that connects marketing teams with AI-powered tools and human experts. See all ventures
Along the way: U.S. State Department Fellow (YSEALI PFP), Certified ASEAN Digital Trainer, AppWorks accelerator (Taipei), On Deck Fellow, Certified ScrumMaster, mentored through IdeaSpace Foundation, and recognized as one of the top Philippine marketing podcasts on Feedspot.
Today I work with founders and operators across the Philippines, Singapore, and California who need their marketing to produce revenue.
I've been the person who bet everything on an idea. That's who I build for.

Spring Diplomacy Luncheon at Union League Club of Chicago, Chicago, Illinois

