Fractional CTO - Senior technology leadership without hiring a full-time CTO.

Turn product ambition into a practical roadmap, architecture, team, budget, and execution plan—with an experienced technology executive guiding the major decisions.

15+ years of engineering leadership · Healthcare · AI · Startups · Financial Services

Who it is for - Is a Fractional CTO right for you?

Fractional CTO support is most valuable when important technology decisions are outpacing your organization’s ability to evaluate and execute them.

  • Startups preparing to build an MVP

    Turn an early product idea into a focused scope, practical architecture, realistic budget, and delivery plan.

    Read: How to Plan a Startup MVP Without Overbuilding It

  • Companies struggling with vendors or development teams

    Bring accountability and technical direction to an engagement that is over budget, behind schedule, or difficult to evaluate.

  • Organizations introducing AI into an existing product

    Identify valuable AI use cases, choose the right technical approach, and build with appropriate security and operational safeguards.

  • Healthcare or regulated companies

    Make product and architecture decisions with privacy, security, compliance, and long-term maintainability in view from the start.

What we actually do

Turn product ambition into an executable technology strategy.

We work alongside founders and leadership teams to connect product goals with the architecture, team, budget, and execution model required to deliver them.

Clarify the plan

We translate business and product goals into a technical roadmap that creates alignment and supports confident decisions. That includes defining the right MVP, identifying dependencies and risks, establishing a realistic budget, and deciding what should be built now versus later.

Design the foundation

We shape the architecture, infrastructure, security posture, and build-versus-buy decisions around your actual stage and constraints. The goal is not unnecessary complexity—it is a foundation that supports the product you need to deliver and the company you expect to become.

Build the right delivery model

We help determine the right mix of employees, contractors, agencies, and vendors, then create the operating model that keeps them aligned. When execution is underway, we provide senior oversight, resolve trade-offs, and give executives a clear view of progress, decisions, and risk.

Thiago Siqueira, founder and fractional CTO at The Fractional Stack

Thiago Siqueira

Founder
Fractional CTO

Meet your Fractional CTO

I help founders and executive teams make consequential technology decisions with greater clarity—from shaping an MVP and selecting vendors to introducing AI and scaling delivery.

Today I partner with organizations navigating important periods of product development, transformation, or growth.

My role is not to replace your engineering team. It is to improve the decisions around what to build, how to build it, and how to deliver it successfully.

Relevant experience

Strategic judgment grounded in real delivery.

Experience across healthcare, insurance, financial services, and startups—spanning product strategy, AI adoption, architecture, security, engineering organizations, and vendor-led delivery.

  • Product strategy & technical roadmapping
  • AI strategy & responsible adoption
  • Cloud architecture, security & technical due diligence
  • Engineering organizations, vendors & delivery oversight

Trusted by leadership teams

The LLM-based triage system Thiago led at Caraway was transformative. It helped us manage increasing message volume without compromising care quality or safety. His thoughtful implementation of AI allowed us to extend our clinical capacity at scale.

Lori Bernstein
Founding CEO, Caraway

What happens next?

Every engagement starts with a conversation, not a sales pitch.

Step 1

Discovery Call

We'll spend about 30 minutes understanding what you're building, where things stand today, and what challenges you're facing.

Step 2

Assess the Opportunity

I'll ask questions, offer initial guidance, and determine whether a Fractional CTO engagement is the right fit for your situation.

Step 3

Recommendations

If it makes sense, I'll outline the engagement model I believe will create the most value—not simply the largest project.

Step 4

Move Forward

If there is a fit, we may move forward with a focused strategy engagement or ongoing Fractional CTO support. If not, I'll still try to point you in the right direction.

Schedule a Discovery Call.

Bring your current technology challenge. We'll discuss the situation, identify the most important decisions, and determine the right next step.

Common questions

Frequently Asked Questions

When should a company hire a Fractional CTO?

When technology decisions become critical but hiring a full-time CTO isn't yet justified. Common situations include building an MVP, selecting vendors, introducing AI capabilities, scaling engineering teams, or recovering troubled projects.

Do you replace an existing CTO?

No. I typically work with founders, executive teams, or existing technology leaders to provide additional strategic capacity and experience.

Do you work with internal engineering teams?

Yes. Most engagements involve partnering with existing employees, contractors, or development agencies while helping leadership improve planning, execution, and decision making.

Do you help evaluate vendors or development agencies?

Yes. I frequently help organizations compare vendors, review technical proposals, assess architecture, and establish accountability throughout delivery.

Do you build software yourself?

My primary role is technology leadership and strategic guidance. When appropriate, I can also contribute hands-on architecture or software development to accelerate critical initiatives.

How long do engagements typically last?

Engagements vary from focused strategy projects lasting a few weeks to ongoing Fractional CTO partnerships supporting organizations over many months.