Greg Smith
Managing Partner - Product & Technology; Fractional CTO; Executive Committee Member
Why modern private equity firms must evaluate technology risk, scalability, AI strategy, and security with the same rigor as financial diligence.
Managing Partner - Product & Technology; Fractional CTO; Executive Committee Member
In today’s deal environment, technology is no longer just part of the business: it is the business. With rapid innovation in artificial intelligence (AI), cloud architecture, cybersecurity, and product development cycles, technology has become the infrastructure on which nearly every growth thesis rests.
For private equity investors, especially those working in the lower middle market, that means technical due diligence can’t be treated as a formality. It has to carry the same weight as financial, legal, and operational review processes.
Here’s why: investors have a fiduciary responsibility to ensure that capital is being allocated to companies that are technically sound. Whether you’re planning to scale aggressively post-close, integrate with an existing platform, or hold for strategic acquisition, the success of the investment is deeply tied to how well the technology can perform, and evolve, under pressure.
It used to be that you could make a bet on the founders, especially if they came with a strong pedigree, reputation, or early traction. But the past five years have shifted the stakes. The proliferation of SaaS (Software as a Service), microservices, artificial intelligence (AI), low-code/no-code implementations, and automation means that even lean, scrappy startups may carry hidden complexity, which translates as hidden risk for investors.
And complexity, when left unchecked, becomes a liability for private equity firms.
A robust tech diligence process helps investors zero in on the true drivers of risk and value, identify what’s real, and determine whether the technology can support the growth story that’s been pitched. It’s not about finding flaws for the sake of deal leverage. It’s about knowing where the real risks lie, where value can be unlocked, and how much it will cost to get there.
Most founders will tell you their tech is “ready to grow.” That’s part of the pitch. But for investors, that claim needs to be stress-tested with rigor. Is the codebase modular and clean, or will it buckle under increased usage? Is the architecture designed to support international expansion, higher data loads, and integrations? Are there dependencies on legacy systems or third-party tools that could throttle growth?
Scalability isn’t just about cloud capacity or the number of servers you can spin up. It’s about whether the entire stack, from code to team to deployment, can handle growth without constant patching or rework. And this is where a lot of deal value erodes quietly; when the underlying tech can’t scale efficiently, capital ends up being diverted later into stabilizing and replatforming rather than sales, marketing, and product innovation. Unfortunately, there aren’t any M&A lemon laws.
AI is another big headline (or maybe headache). Increasingly, investors want to know whether the target company is using AI in a way that adds value, or if it’s just buzzword dressing and a bid to look more sophisticated. A good technical due diligence process evaluates not just the use of AI, but the strategic intent and technical execution. Is AI integrated in a way that actually improves efficiency, customer experience, or margins? Or is it just a placeholder for future plans?
Security is another deal driver that often gets underplayed. From compliance requirements like SOC 2 and HIPAA to real-world attack vectors, cybersecurity is a foundational element of scalability. If the tech is not secure, it’s not scalable. Period.
Investors aren’t in any way blind to the importance of tech. The problem is how tech due diligence is often approached. One of the most common missteps is over-reliance on a single advisor: the “I got a guy” scenario. Generally, it’s a former CTO, a friendly architect, or someone in the network who “knows their stuff.” While well-intentioned, this approach usually lacks breadth and repeatability.
A single expert, no matter how talented, can’t credibly assess everything that matters: infrastructure, product-market fit, code quality, security posture, DevOps maturity, documentation quality, and leadership alignment. And when that expert is dropped in just days before close, it’s a recipe for missed insights and reactive decision-making. You’ll know by the…slimness…of the technical due diligence report.
Investors are often eager to get the deal done, which can mean falling into another trap – the checkbox mentality. Firms run through a standard diligence list, get green lights across the board, and move forward. But tech due diligence isn’t about passing a test. It’s about uncovering the nuance that could materially change the shape of the deal or the timing of value creation. At its core, the diligence process is about ensuring the viability of the business.
Unscalable systems, incomplete documentation, underdeveloped engineering teams, or even unrealistic product roadmaps. These aren’t necessarily deal breakers, but they should definitely be deal shapers. Investors need to understand what it will take to get the company from where it is to where it needs to be.
| For a deeper look at how technical due diligence unfolds – what to review, who to involve, and how to prepare – check out: Technical Due Diligence: Benefits, Process, & How-to Checklist. It’s a detailed walk-through of the process, built from hundreds of engagements. |
TechCXO approaches tech due diligence for private equity as both a risk and opportunity assessment. Our teams are made up of seasoned operators, not just consultants, who’ve built, scaled, and fixed companies across industries.
We bring domain depth, technical fluency, and business acumen to every engagement.
We don’t stop at surface-level scans or templated checklists. We dive into the code. We review documentation, architecture decisions, sprint velocity, and tooling. We talk to the key product and technology players. We assess AI strategy and implementation, not just aspirations. We examine cloud deployment models, scalability thresholds, and compliance frameworks. We interview tech leadership to gauge capability and cultural fit.
And we package all that into something useful: an executive summary for the deal team and investment committee, a detailed technical report for operators, and a roadmap that highlights where intervention or investment is needed. We can also stay engaged post-close to help address those gaps.
Our goal is simple: give investors clarity. Clarity on where the tech stands, what’s missing, how fixable it is, whether it’s scalable, and what it means for the investment.
A thorough tech diligence report doesn’t just protect the downside. It informs the entire go-forward plan. Pricing, for starters. If the cost of fixing technical debt or re-architecting the platform is significant, that should be reflected in the valuation.
Integration is another area where tech diligence pays off. Knowing in advance how compatible the systems are, what will need to be rebuilt or refactored, how data flows will need to change, or what security policies must be aligned, can dramatically de-risk the post-close phase.
But perhaps the most underrated output of tech diligence is insight into leadership. The engineering leader who built the MVP might not be the right person to scale the team. Or maybe they are, but need a product partner or VP of DevOps to complement their strengths. Understanding the capabilities and limitations of the existing team informs resourcing plans, hiring strategies, and sometimes even org design.
This matters because, post-close, PE-backed companies are expected to move fast. Having the right leadership structure in place can make the difference between 12 months of traction and a year of churn.
At TechCXO, we believe tech due diligence should empower private equity and investors. It should remove the guesswork. It should provide a clear, objective view into what’s working, what’s risky, and what needs to be done.
When done right, tech diligence doesn’t just flag red lights, it highlights green ones. It surfaces untapped strengths, hidden potential, and areas where a modest investment can produce outsized returns. It’s not just about whether the deal is safe. It’s about knowing how to make it successful.
Whether you’re investing to grow, stabilize, or reposition a company, our approach is grounded in giving you the clarity to make smarter decisions, and equipping the companies you acquire to scale faster and operate stronger. We don’t just identify issues, we work with you to solve them.
What tech due diligence tells you that the pitch deck won’t:
Before you sign, know what you’re really buying.
Tech due diligence for private equity is a foundational step that empowers investors to make informed, confident decisions by revealing both risks and opportunities in a target company’s technology.
If you’re ready for a technical due diligence partner who sees what others miss, TechCXO gives investors a clear line of sight into what’s working, what’s risky, and what it will take to scale. When you’re investing in a technology-driven business, don’t settle for a checklist.
For more information on TechCXO’s technical due diligence services, visit our Investor and Transactional Services Technical Due Diligence page, or contact me at greg.smith@techcxo.com.
Q: What is tech due diligence for private equity, and why is it important?
A: Tech due diligence for private equity is a focused evaluation of a target company’s technology, including architecture, infrastructure, security, code quality, product development, AI strategy, scalability, and technical leadership. It ensures the technology supports the investment thesis and uncovers risks and value.
Q: What are the key components of a tech due diligence checklist?
Q: How long does tech due diligence take for a typical PE deal?
A: Most TechCXO engagements are completed in 2–3 weeks, depending on scope and access. We understand deal timelines are tight, so our process is structured to deliver speed without sacrificing depth.
Q: How do I initiate a tech due diligence engagement for a middle-market acquisition?
A: To start a tech due diligence process, reach out to a specialized provider like TechCXO, which offers full-scope technical assessments, operator-led reporting, and optional post-close support tailored for private equity transactions.
Q: How does tech due diligence for private equity compare to IT due diligence?
A: IT diligence is generally considered a subset of broader technical due diligence. At TechCXO, we can and often do include IT as part of our process scope. It breaks down like this: Tech due diligence for private equity focuses on the core products, platforms, and customer-facing systems that drive business value and scale. IT due diligence, by contrast, typically covers internal systems like HR and finance software, corporate networks, firewalls, and telecommunications infrastructure. Both are important, but only tech due diligence reveals whether the business can scale as required by the investment thesis.
Q: Where can I find more resources on tech due diligence for private equity?
A: You can explore detailed guides, checklists, and process walk-throughs on the TechCXO website, particularly the Investor and Transactional Services Technical Due Diligence page.
Get the latest insights from TechCXO’s fractional executives—strategies, trends, and advice to drive smarter growth.
In today’s deal environment, technology is no longer just part of the business: it is the business. With rapid innovation in artificial intelligence (AI), cloud architecture, cybersecurity, and product development cycles, technology has become the infrastructure on which nearly every growth thesis rests.
For private equity investors, especially those working in the lower middle market, that means technical due diligence can’t be treated as a formality. It has to carry the same weight as financial, legal, and operational review processes.
Here’s why: investors have a fiduciary responsibility to ensure that capital is being allocated to companies that are technically sound. Whether you’re planning to scale aggressively post-close, integrate with an existing platform, or hold for strategic acquisition, the success of the investment is deeply tied to how well the technology can perform, and evolve, under pressure.
It used to be that you could make a bet on the founders, especially if they came with a strong pedigree, reputation, or early traction. But the past five years have shifted the stakes. The proliferation of SaaS (Software as a Service), microservices, artificial intelligence (AI), low-code/no-code implementations, and automation means that even lean, scrappy startups may carry hidden complexity, which translates as hidden risk for investors.
And complexity, when left unchecked, becomes a liability for private equity firms.
A robust tech diligence process helps investors zero in on the true drivers of risk and value, identify what’s real, and determine whether the technology can support the growth story that’s been pitched. It’s not about finding flaws for the sake of deal leverage. It’s about knowing where the real risks lie, where value can be unlocked, and how much it will cost to get there.
Most founders will tell you their tech is “ready to grow.” That’s part of the pitch. But for investors, that claim needs to be stress-tested with rigor. Is the codebase modular and clean, or will it buckle under increased usage? Is the architecture designed to support international expansion, higher data loads, and integrations? Are there dependencies on legacy systems or third-party tools that could throttle growth?
Scalability isn’t just about cloud capacity or the number of servers you can spin up. It’s about whether the entire stack, from code to team to deployment, can handle growth without constant patching or rework. And this is where a lot of deal value erodes quietly; when the underlying tech can’t scale efficiently, capital ends up being diverted later into stabilizing and replatforming rather than sales, marketing, and product innovation. Unfortunately, there aren’t any M&A lemon laws.
AI is another big headline (or maybe headache). Increasingly, investors want to know whether the target company is using AI in a way that adds value, or if it’s just buzzword dressing and a bid to look more sophisticated. A good technical due diligence process evaluates not just the use of AI, but the strategic intent and technical execution. Is AI integrated in a way that actually improves efficiency, customer experience, or margins? Or is it just a placeholder for future plans?
Security is another deal driver that often gets underplayed. From compliance requirements like SOC 2 and HIPAA to real-world attack vectors, cybersecurity is a foundational element of scalability. If the tech is not secure, it’s not scalable. Period.
Investors aren’t in any way blind to the importance of tech. The problem is how tech due diligence is often approached. One of the most common missteps is over-reliance on a single advisor: the “I got a guy” scenario. Generally, it’s a former CTO, a friendly architect, or someone in the network who “knows their stuff.” While well-intentioned, this approach usually lacks breadth and repeatability.
A single expert, no matter how talented, can’t credibly assess everything that matters: infrastructure, product-market fit, code quality, security posture, DevOps maturity, documentation quality, and leadership alignment. And when that expert is dropped in just days before close, it’s a recipe for missed insights and reactive decision-making. You’ll know by the…slimness…of the technical due diligence report.
Investors are often eager to get the deal done, which can mean falling into another trap – the checkbox mentality. Firms run through a standard diligence list, get green lights across the board, and move forward. But tech due diligence isn’t about passing a test. It’s about uncovering the nuance that could materially change the shape of the deal or the timing of value creation. At its core, the diligence process is about ensuring the viability of the business.
Unscalable systems, incomplete documentation, underdeveloped engineering teams, or even unrealistic product roadmaps. These aren’t necessarily deal breakers, but they should definitely be deal shapers. Investors need to understand what it will take to get the company from where it is to where it needs to be.
| For a deeper look at how technical due diligence unfolds – what to review, who to involve, and how to prepare – check out: Technical Due Diligence: Benefits, Process, & How-to Checklist. It’s a detailed walk-through of the process, built from hundreds of engagements. |
TechCXO approaches tech due diligence for private equity as both a risk and opportunity assessment. Our teams are made up of seasoned operators, not just consultants, who’ve built, scaled, and fixed companies across industries.
We bring domain depth, technical fluency, and business acumen to every engagement.
We don’t stop at surface-level scans or templated checklists. We dive into the code. We review documentation, architecture decisions, sprint velocity, and tooling. We talk to the key product and technology players. We assess AI strategy and implementation, not just aspirations. We examine cloud deployment models, scalability thresholds, and compliance frameworks. We interview tech leadership to gauge capability and cultural fit.
And we package all that into something useful: an executive summary for the deal team and investment committee, a detailed technical report for operators, and a roadmap that highlights where intervention or investment is needed. We can also stay engaged post-close to help address those gaps.
Our goal is simple: give investors clarity. Clarity on where the tech stands, what’s missing, how fixable it is, whether it’s scalable, and what it means for the investment.
A thorough tech diligence report doesn’t just protect the downside. It informs the entire go-forward plan. Pricing, for starters. If the cost of fixing technical debt or re-architecting the platform is significant, that should be reflected in the valuation.
Integration is another area where tech diligence pays off. Knowing in advance how compatible the systems are, what will need to be rebuilt or refactored, how data flows will need to change, or what security policies must be aligned, can dramatically de-risk the post-close phase.
But perhaps the most underrated output of tech diligence is insight into leadership. The engineering leader who built the MVP might not be the right person to scale the team. Or maybe they are, but need a product partner or VP of DevOps to complement their strengths. Understanding the capabilities and limitations of the existing team informs resourcing plans, hiring strategies, and sometimes even org design.
This matters because, post-close, PE-backed companies are expected to move fast. Having the right leadership structure in place can make the difference between 12 months of traction and a year of churn.
At TechCXO, we believe tech due diligence should empower private equity and investors. It should remove the guesswork. It should provide a clear, objective view into what’s working, what’s risky, and what needs to be done.
When done right, tech diligence doesn’t just flag red lights, it highlights green ones. It surfaces untapped strengths, hidden potential, and areas where a modest investment can produce outsized returns. It’s not just about whether the deal is safe. It’s about knowing how to make it successful.
Whether you’re investing to grow, stabilize, or reposition a company, our approach is grounded in giving you the clarity to make smarter decisions, and equipping the companies you acquire to scale faster and operate stronger. We don’t just identify issues, we work with you to solve them.
What tech due diligence tells you that the pitch deck won’t:
Before you sign, know what you’re really buying.
Tech due diligence for private equity is a foundational step that empowers investors to make informed, confident decisions by revealing both risks and opportunities in a target company’s technology.
If you’re ready for a technical due diligence partner who sees what others miss, TechCXO gives investors a clear line of sight into what’s working, what’s risky, and what it will take to scale. When you’re investing in a technology-driven business, don’t settle for a checklist.
For more information on TechCXO’s technical due diligence services, visit our Investor and Transactional Services Technical Due Diligence page, or contact me at greg.smith@techcxo.com.
Q: What is tech due diligence for private equity, and why is it important?
A: Tech due diligence for private equity is a focused evaluation of a target company’s technology, including architecture, infrastructure, security, code quality, product development, AI strategy, scalability, and technical leadership. It ensures the technology supports the investment thesis and uncovers risks and value.
Q: What are the key components of a tech due diligence checklist?
Q: How long does tech due diligence take for a typical PE deal?
A: Most TechCXO engagements are completed in 2–3 weeks, depending on scope and access. We understand deal timelines are tight, so our process is structured to deliver speed without sacrificing depth.
Q: How do I initiate a tech due diligence engagement for a middle-market acquisition?
A: To start a tech due diligence process, reach out to a specialized provider like TechCXO, which offers full-scope technical assessments, operator-led reporting, and optional post-close support tailored for private equity transactions.
Q: How does tech due diligence for private equity compare to IT due diligence?
A: IT diligence is generally considered a subset of broader technical due diligence. At TechCXO, we can and often do include IT as part of our process scope. It breaks down like this: Tech due diligence for private equity focuses on the core products, platforms, and customer-facing systems that drive business value and scale. IT due diligence, by contrast, typically covers internal systems like HR and finance software, corporate networks, firewalls, and telecommunications infrastructure. Both are important, but only tech due diligence reveals whether the business can scale as required by the investment thesis.
Q: Where can I find more resources on tech due diligence for private equity?
A: You can explore detailed guides, checklists, and process walk-throughs on the TechCXO website, particularly the Investor and Transactional Services Technical Due Diligence page.
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Get the latest insights from TechCXO’s fractional executives—strategies, trends, and advice to drive smarter growth.