Location: Remote (Mexico-based candidates preferred)
Job Type: On-Demand Contract
About BigRio:
BigRio 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 Spanish skills to lead and execute Technical Due Diligence (TDD) for investment and acquisition processes. The ideal candidate will have a strong background in technology leadership, architecture, software development, security, DevOps, and risk assessment, with experience evaluating the technical landscapes of companies.
Key Responsibilities:
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 gaps, operational risks, business interruption risks, and talent gaps.
Validation & Assumption Testing:
Validate findings based on business assumptions and provide recommendations on critical areas requiring attention.
Findings Categorization:
Document and classify findings into Deal Blockers, Material Findings, and Non-Material Findings with clear justifications.
Comprehensive Documentation:
Produce detailed TDD reports covering product, people, technology, and processes to provide a complete overview of the target company’s technical landscape.
Process Improvement:
Recommend best practices to enhance the efficiency of the due diligence process and create a more structured approach.
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 within 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, DevOps, cybersecurity, and software development lifecycle (SDLC).
- Strong understanding of technical debt, scalability challenges, and operational risks.
- Experience with modern development stacks and cloud platforms (AWS, Azure, GCP).
- Exceptional analytical and documentation skills with experience writing due diligence reports.
- Strong ability to communicate complex technical findings to non-technical stakeholders.
- Fluent Spanish (written and verbal) is required.
Preferred Qualifications:
- Experience working with Private Equity, Venture Capital, or M&A teams.
- Knowledge of regulatory compliance frameworks such as GDPR, ISO 27001, and SOC 2.
- Experience leading technical integrations post-acquisition.
- Previous experience in B2B SaaS, FinTech, Healthcare, or high-growth technology environments.
Equal Opportunity Statement:
BigRio 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, disability status, veteran status, or any other protected characteristic as outlined by applicable laws. Hiring decisions are based solely on qualifications, merit, and business needs.