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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

Fleire Castro
U.S. State Department FellowCertified ASEAN Digital TrainerOn Deck FellowAppWorks AcceleratorCertified ScrumMasterIdeaSpace Foundation AlumnaFeedSpot Top 5 PH Marketing PodcastU.S. State Department FellowCertified ASEAN Digital TrainerOn Deck FellowAppWorks AcceleratorCertified ScrumMasterIdeaSpace Foundation AlumnaFeedSpot Top 5 PH Marketing Podcast

Philippines · Singapore · California

Fleire Castro - professional portrait in blazer at café

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.

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For 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.

Full build

The Machine

I design and build your entire AI marketing operation from scratch. Content engine, lead gen automation, analytics dashboard. Your team gets a system they use daily. It runs whether you're in the room or on a plane.

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Retainer

The Operator

I plug into your team and run the marketing function. Bi-weekly strategy calls, Slack access, monthly performance reports. You get a working CMO embedded in your operations.

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Consultation

The Quick Consult

Need clarity on a specific challenge? Book a focused session and get direct, actionable advice. Strategy, AI implementation, marketing ops. Starting at $99 USD per hour.

Book a session

I take on a maximum of 3 clients at a time. Every engagement gets my direct involvement.

The Machine — How It Works

STEP 01

Audit

I review your current marketing stack, content workflow, and team capacity. Takes 1 week.

STEP 02

Architect

I design the AI marketing system: content engine, lead gen automation, analytics layer. You approve the blueprint.

STEP 03

Build & Train

I deploy everything and train your team hands-on. Every workflow is documented. Takes 4–6 weeks.

STEP 04

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.)

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What clients say

I let the work speak.

"
Before I started working with Fleire I was blindly throwing money at marketing hoping something will stick. Fleire came in and organized our entire strategy and we have been on a steady rise since. I have been working with Fleire for almost 7 years.

Mohib Sattar
Founder, SafeRides.org

"
DashoContent helped position Sprout as a thought leader in B2B SaaS through high-quality video content. Their expertise in bringing customer success stories to life, combined with their tech-savvy AI approach, keeps us ahead of the competition.

Patricia Barruela
Content Marketing Officer, Sprout

"
With DashoContent managing our social media content, our marketing team can focus on strategic initiatives. Our Facebook presence has never been stronger.

Jade S.
Marketing Manager, OceanJet

"
DashoContent helped us focus on other things we need to do for our business, taking our mind away from content creation and redirecting our energy on more urgent things on our end.

Ikeesha Aquino
Senior Academy Coordinator

"
We really observed how DashoContent helped us in terms of attracting new customers and informing our audience about our services. I saved a lot of time and was, therefore, able to focus on growing my business.

Wendell Donaire
Business Owner

"
Since we onboarded with DashoContent, we've seen an increase in viewership on our TikTok page. The team is incredibly easy to work with, always delivering quality and engaging content.

Trina Risos
Assistant Manager, Digital Customer Experience

"
I cannot explain how much DashoContent has alleviated our worries and time commitment to doing quality content. No doubt, DashoContent is out there providing better service with great leadership.

Lee O'Brien
Entrepreneur

"
She provided amazing consultancy and coaching over several weeks to arrive at my theme, narrative, and ideas on how I should go from start-up to scale-up. She is great to work with, has a lot of insights, and responds immediately.

Mario S.
Founder, Minks In Sync

"
Fleire and her team (Third Team Media) did an excellent good job in managing our social media/digital campaigns. We are happy and satisfied with their services.

Geofel Labendia-Flores
Manager, Residential Projects

Questions

Frequently asked.

Agencies execute tasks. I build the system your team runs independently. After 6-8 weeks, you don't need me anymore. No retainers, no dependency. You own everything I build.
#UNFIREABLE

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 #UNFIREABLE

Free 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.

Fleire Castro

AI OPS
PLAYBOOK

The Marketing Automation Framework

12 Pages · PDF
FeedSpot Top 5 · PH Marketing Podcasts 2025

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
Wicked Thoughts podcast cover - woman in black polo seated in red chair with large WICKED THOUGHTS text in red speech bubble above

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

Fleire Castro professional headshot in blazer
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Headshot - Square

Fleire Castro at café in blazer
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Headshot - Landscape

Fleire Castro presenting with microphone
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On Stage

ASEAN Business Advisory Council panel discussion
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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 Speak

Or 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 logo

Third Team Ventures

Holding Company · California

The parent entity. Strategy, investment, and operations across all ventures.

thirdteam.org
DashoContent logo

DashoContent

AI Content Platform · Singapore

AI-powered content production for businesses. The productized version of the content engine I build for clients.

dashocontent.com

I 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.

Fleire Castro at ASEAN Business Advisory Council panel discussion

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

The Wicked Newsletter

Marketing ops, founder war stories, and what I'm building this week.

Fleire Castro

I write about AI workflows, content operations, and what running three companies across three countries actually looks like. Straight from the operation.

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