You spent months building a product, winning customers and preparing an impeccable pitch deck. The meeting with the fund went well. The interest is real. Then the due diligence phase arrives — and the investor's technical team starts asking questions that no one at your company can answer precisely. How much of your codebase has test coverage? What is your system's RTO in case of failure? Who has access to the production database? How quickly can you scale to twice the number of users?

This is the moment when many fundraising rounds fall apart. Not due to lack of product, not due to lack of market — but due to lack of documented and demonstrable technological maturity. In over 20 years working with systems architecture and technology strategy, including stints at IBM and AWS, I have seen this pattern repeat itself dozens of times. Companies with real potential losing valuation or seeing investment terms worsen drastically because they did not prepare for technical scrutiny.

This article is a practical guide on what is evaluated in a technology due diligence, where the most common blind spots are, and how you can prepare your company before investors arrive.

What investors really want to know about your technology

Sophisticated venture capital and private equity funds do not just look at the product. They look at the underlying technological asset — and they do so through a risk lens. The central question is not "does this work?", but rather "what can go wrong and how much will it cost to fix?"

The most frequent technical evaluation pillars include: the quality and sustainability of systems architecture, exposure to accumulated technical debt, software development and delivery processes, security and compliance posture, the ability to scale with business growth, and dependence on key individuals (the so-called bus factor risk). Each of these vectors can generate a negative valuation adjustment or a restrictive clause in the contract.

A report by advisory firm Gartner estimates that unmanaged technical debt consumes between 20% and 40% of the IT budget of growing companies. For an investor, this translates directly into capital that will need to be allocated to remediate inherited problems rather than finance growth. Therefore, the more transparent and documented your technological situation is, the more credibility you convey — even if the picture is not perfect.

The five most common blind spots in technology due diligence

After conducting or supporting dozens of technical assessments for companies in the financial, travel and technology sectors — including names such as BTG, XP, MaxMilhas and Livelo — I identify five areas where companies are often caught off guard.

1. Unmapped technical debt: Most companies know they have technical debt. Few can quantify it. Experienced investors will ask: what is the estimated cost to modernize critical systems? If you do not have that answer, the perception of risk rises automatically.

2. Absence of architecture documentation: Systems that exist only in the minds of the engineers who built them represent a serious operational risk. The lack of architecture diagrams, data flows and documented technical decisions is an immediate red flag for any serious evaluator.

3. Security and compliance as an afterthought: Many companies treat security as a checklist item to be hastily filled in before an audit. Investors in the financial sector, in particular, will investigate access controls, secrets management, encryption in transit and at rest, and adherence to frameworks such as SOC 2, ISO 27001 or LGPD requirements. Gaps here can derail entire deals.

4. Knowledge concentrated in a few people: If two or three engineers hold critical knowledge about the most important systems, that is a risk any investor will price in. The unspoken question is: what happens if these people leave?

5. Nonexistent or inconsistent engineering metrics: Deploy lead time, production failure rate, mean time to recovery (MTTR), automated test coverage — these metrics say a great deal about the health of an engineering operation. Companies that do not monitor them convey operational immaturity.

How to structure technical preparation before the round

Preparation for a technology due diligence should not begin when the investor is already in the room. Ideally, it should begin six to twelve months before the fundraising round. This provides sufficient time to identify, prioritize and remediate the most critical issues.

The first step is to conduct an honest internal technical assessment — or hire an external advisor to do it. The goal is to arrive at a diagnosis that answers three questions: where are we today, what are the most relevant risks, and what do we need to address before exposing the company to external scrutiny. This assessment needs to cover systems architecture, development practices, security posture, cloud infrastructure, critical dependencies and technical human capital.

The second step is to produce documentation. This includes up-to-date architecture diagrams, operational runbooks, formalized security policies and a technical decision log (ADRs — Architecture Decision Records). This documentation does not need to be perfect; it needs to be real and demonstrate that the company has control over what it has built.

The third step is to address the highest-impact risks. Not everything needs to be resolved before the round — and trying to fix everything at once can be counterproductive. The focus should be on the items that cause the greatest concern among investors: critical security vulnerabilities, absence of tested backups, systems without monitoring or alerts, and software dependencies without active support.

The fourth step — frequently overlooked — is to prepare the technical narrative. Investors expect the CTO or technical leader to be able to clearly explain the architectural choices made, the conscious trade-offs and the evolution roadmap. The ability to articulate "why we built it this way" and "where we are going" is just as important as the quality of the code itself.

Cloud infrastructure and scalability: what is under the hood

For companies operating in the cloud — and today that represents the vast majority of startups and scale-ups — investors will want to understand the maturity of the infrastructure operation. This goes well beyond "we are on AWS" or "we use Google Cloud".

Questions that frequently arise include: is the infrastructure provisioned as code (IaC) or is it the result of manual configurations accumulated over time? Is there a clear cloud cost management process? Are production, staging and development environments adequately isolated? What are the disaster recovery mechanisms and how frequently are they tested?

A company that can demonstrate its infrastructure is reproducible, auditable and systematically managed conveys a level of maturity that makes a significant difference in the evaluation process. On the other hand, companies with infrastructure built organically and without governance — which is extremely common in startups that grew quickly — need to address this in advance.

During my time at AWS, I accompanied dozens of companies going through this process. Those that had adopted good Well-Architected Framework practices arrived at due diligence with a clear advantage: they had objective answers to difficult questions. This not only accelerated the process but also built trust with the evaluation team.

Security, LGPD and compliance: the layer that cannot be improvised

Modern technology due diligence invariably includes a security and compliance assessment. For companies operating in the financial sector or handling sensitive user data — which today includes virtually any digital business — this dimension can be decisive.

The LGPD brought to the center of discussion the need for data mapping, retention and deletion policies, consent management and the role of the DPO (Data Protection Officer). Investors with portfolios in Brazil are already accustomed to verifying whether companies have these controls at least minimally implemented. Their absence is not just a regulatory risk — it is a reputational risk that can affect the business after the investment.

Beyond the LGPD, companies seeking capital from international funds may be subjected to assessments based on frameworks such as SOC 2 Type II or ISO 27001. Even if formal certification is not immediately required, demonstrating that controls are implemented and that there is a clear path to certification makes a difference.

"Security is not a feature you add later. It is a property that needs to be present from the start — and that needs to be demonstrable when investors arrive."

Building the technical data room: what needs to be there

The data room is the document repository shared with investors during the due diligence process. Most companies carefully assemble a financial and legal data room, but neglect the technical dimension.

A well-structured technical data room should contain: an overview of systems architecture (diagram and narrative description), technology stack with justifications for the main choices, engineering metrics from the last 6 to 12 months, security policy and recent vulnerability report, disaster recovery plan and results of the latest tests, mapping of critical dependencies (libraries, third-party APIs, vendors), technical team organizational chart with tenure and specialties, and a technology roadmap aligned with the business plan.

This set of documents not only facilitates the work of the technical evaluator — it demonstrates that the company has governance over its own technology. And that, in itself, is a competitive differentiator in the fundraising process.

Preparation is competitive advantage

There is a significant information asymmetry in the market: most companies arrive at technology due diligence unprepared. This means that those who arrive prepared have a real advantage — not only to protect valuation, but to accelerate deal closing and establish a relationship of trust with the investor from the very beginning.

Preparing technically for a fundraising round is not a cosmetic exercise. It is an exercise in strategic clarity. By mapping your architecture, quantifying your technical debt, documenting your processes and formalizing your security posture, you are not just preparing to answer an investor's questions — you are building a stronger foundation to operate and grow.

The best times to start this preparation are: twelve months before the round, six months before the round, and now. If your company is considering a fundraise in the coming years, the time to act is today — before the window of time to remediate relevant issues closes.