Fractional CTO; Brazilian Portugese – Technical Due Diligence

Job Title:
Fractional CTO (Brazilian Portugese)
Location:
Remote
- India or USA
Job Type: Part Time/On Demand Contract

About Big Rio:

Big Rio is a remote-based technology consulting firm headquartered in Boston, MA. We deliver software solutions ranging from custom development and software implementation to data analytics and machine learning/AI integrations. As a one-stop shop, we attract clients from a variety of industries due to our proven ability to deliver cutting-edge, cost-effective software solutions.

Job Description:

We are seeking an experienced Fractional CTO with fluent written and verbal Portuguese skills to lead and execute Technical Due Diligence (TDD) for our investment and acquisition processes. The ideal candidate will have a strong background in technology leadership, architecture, software development, security, Dev Ops, and risk assessment, with experience in evaluating the technical landscapes of companies.

• Technical Due Diligence Execution: Identify potential risks, inefficiencies, and gaps in team structure, architecture, development, deployment, security, and operations that could impact business profitability and scalability.
• Risk Assessment & Reporting: Provide a structured evaluation of technical debt, security shortfalls, operational risks, business interruption risks, and talent gaps.
• Validation & Assumption Testing: Validate findings based on given business assumptions and provide clarity on areas that require attention.
• Findings Categorization: Document and classify issues as Deal Blockers, Material Findings, or Non-Material Findings with clear justifications.
• Comprehensive Documentation: Produce a detailed TDD report covering product, people, technology, and processes to provide a holistic overview of the target company’s technical landscape.
• Process Improvement: Recommend best practices to enhance the efficiency of the due diligence process, making interactions with target companies smoother and more structured.
• Stakeholder Communication: Present findings and recommendations to investors, executives, and decision-makers in a clear and actionable manner.

Key Qualifications:

• 15+ years of experience in technology leadership roles (CTO, VP of Engineering, or similar), ideally in startups, scale-ups, or M&A environments.
• Proven track record in conducting technical due diligence for acquisitions, investments, or technology assessments.
• Deep expertise in software architecture, cloud infrastructure, Dev Ops, cybersecurity, and software development life cycles (SDLC).
• Strong understanding of technical debt, scalability challenges, and operational risks.
• Experience with modern development stacks, cloud platforms (AWS, Azure, GCP), and security frameworks.
• Exceptional analytical and documentation skills with experience in writing due diligence reports.
• Strong ability to communicate complex technical findings to non-technical stakeholders.
• Fluent Portuguese (written & verbal) is a must.

Preferred Qualifications:

• Experience working with private equity, venture capital, or M&A teams.
• Knowledge of regulatory compliance (GDPR, ISO 27001, SOC
  2) and security best practices.
• Experience leading technical integrations post-acquisition.
• Previous experience working in B2B SaaS, Fin Tech, Healthcare, or high-growth tech environments.

Equal Opportunity Statement:

Big Rio is an equal-opportunity employer. We prohibit discrimination and harassment of any kind based on race, religion, national origin, sex, sexual orientation, gender identity, age, pregnancy, status as a qualified individual with disability, protected veteran status, or other protected characteristics as outlined by federal, state, or local laws. Big Rio makes hiring decisions based solely on qualifications, merit, and business needs at the time.

All qualified applicants will receive equal consideration for employment.