Best Due Diligence Software for M&A and Investment Firms [2025]

From Banker Boxes to AI Agents: The Evolution of Due Diligence Software

Due diligence has always been the bottleneck of capital allocation. It is the friction between "I want to buy this company" and "I know what I’m buying." Over the last 70 years, the technology we use to remove that friction has evolved in three distinct waves.

We are now entering the fourth, and most significant, wave. Here is how the toolset has evolved from physical logistics to intelligent agents.

Physical Copies and the "War Room"

If you ask an investment partner who started their career in the 1980s about due diligence, they will likely tell you stories about "The War Room." In this case, they mean a literal, physical room, filled with stacks of banker boxes and a distinctive whiff of coffee and toner.

This was the original Data Room. Sellers compiled material documents (audits, contracts, permits, litigation files) into physical binders. Buyers sent teams to a conference room to review everything on-site. You couldn't remove documents, and you took notes by hand or by word processor, hoping not to miss critical details buried in complex exhibits.

The process was slow, expensive, and geographically constrained. A New York-based PE firm looking at a target in Munich had to fly a team to Germany for a week.

Digitization and Early Software

As the internet matured in the early 2000s, the industry digitized this process with the Virtual Data Room. Companies like Intralinks and Datasite replaced the basement with the cloud, solving the problem of access.

Now, instead of traveling, you could log in from your desk at 2:00 AM and review the same documents. VDR providers added features like granular permissions to control access, Q&A modules for buyer questions, and audit logs to track engagement.

This improved logistics significantly. However, it did not solve the core problem: someone still had to read every page. The VDR served as a digital filing cabinet, but it remained a passive storage solution.

AI for Due Diligence

Traditional VDRs are passive; they host files. Modern due diligence software is active; it interrogates files.

For a private equity firm reviewing 100 deals a year, the competitive advantage lies in quickly discarding the 95 bad deals to focus on the 5 good ones. AI due diligence tools facilitate this by providing instant summaries and risk assessments, allowing senior dealmakers to make faster "go/no-go" decisions without waiting for a junior team to manually review every page.

When Generative AI arrived in 2023, deal teams saw a glimmer of hope. The promise of Large Language Models suggested a world where software could finally read. But the "General AI" era proved to be a false dawn for diligence, and investors quickly realized that copy-pasting text from a Confidential Information Memorandum into a chatbot was fraught with danger.

General models suffered from context collapse. They couldn’t reason across hundreds of disconnected files, and they had a tendency to "hallucinate" facts, a fatal flaw in an industry where accuracy is the only currency that matters.

A chatbot is great for writing emails, but makes for a terrible junior analyst.

AI Agents for Financial Due Diligence

We are now entering the fourth and most significant wave of this evolution, the Agentic Era.

Consider the workflow of financial statement spreading. In the VDR era, this meant an associate staring at a PDF audit on one screen and manually typing numbers into an Excel template on the other, often until 2:00 AM. Today, a Financial Spreading Agent connects directly to the data room, identifies the income statements and balance sheets across years of unstructured files, extracts the data, and maps it to the firm’s standardized taxonomy. It handles the rote transcription instantly, allowing the human team to move straight to analysis.

This agentic approach extends to risk management as well. Instead of hoping a human reviewer stumbles upon a problematic clause, the software proactively scans the data room for "red flags" defined by the firm’s playbook. It can identify customer concentration risks, flag margin erosion trends by cross-referencing audits with board decks, and parse complex capitalization tables to validate ownership percentages.

Crucially, these modern tools must solve the "black box" trust issue through visual grounding. For example, when V7 Go flags a risk or extracts a revenue figure, it provides a clickable citation that opens the source document and highlights the exact paragraph where the evidence lives.

The history of due diligence has been a slow march toward removing friction. The firms that succeed in this new era will be those that successfully delegate the "first pass" of diligence to AI. This allows investment professionals to reclaim time for judgment, strategy, and negotiation.

To learn more, read our blog: AI in Due Diligence: What It Means for M&A and Beyond.

Key Due Diligence Workflows AI Agents Can Automate

Before evaluating specific platforms, it is useful to understand the workflows where AI agents deliver the most value. These tasks consume the most time and carry the highest error risk in traditional due diligence.

1. Automated Financial Spreading (The PDF-to-Excel Bridge)

The most soul-crushing task in PE is "spreading comps," taking a PDF audit and typing the numbers into your firm’s Excel template.

An AI agent can connect to the data room, identifies the Income Statements, Balance Sheets, and Cash Flow statements (even if they are scanned images), and extracts the line items. It normalizes the data (mapping "Revenue" and "Gross Sales" to your standardized taxonomy) and populates your financial model.

This can enable your Associate spends zero hours typing and 100% of their time analyzing the trends in the model.

Learn more in our blog Best AI for Excel in 2025 (Full Comparison + Use Cases).

2. Red Flag Identification (Risk Radar)

When you have limited time to review a deal, you have to triage.

AI agents can ingest the entire data room and proactively search for specific diligence risks defined by your firm’s playbook, such as:

• Customer concentration: "Flag any customer accounting for >10% of revenue."

• Margin erosion: "Highlight quarters where COGS increased faster than Revenue."

• Accounting irregularities: "Identify sudden changes in revenue recognition policies."

The agent serves up a "Red Flag Report" cited directly from the source documents. You start your review knowing exactly where the bodies are buried.

3. Cap Table Analysis & Cleanup

Startups are notorious for messy cap tables. Convertible notes, SAFE agreements, and non-standard equity classes often result in ownership structures that don't sum to 100%.

Instead of manually tracing the waterfall, an AI agent parses the cap table and the underlying subscription agreements. It validates ownership percentages, identifies liquidation preferences that might hurt your returns, and flags non-standard equity classes. It does the math before you do the deal.

Learn more here: AI Cap Table Analysis.

4. Commercial Contract Review

In a typical buyout, the target might have 500+ customer contracts. Reviewing them all for "Change of Control" or "Assignment" clauses is usually outsourced to expensive external counsel or skipped entirely in the early stages.

AI agents can read all 500 contracts simultaneously. They extract key commercial terms (Term, Termination, Liability Caps) and highlight revenue risks. If 20% of the customer base can walk away when you buy the company, you need to know that before you submit the LOI.

See this in action in the V7 AI Contract Review Agent.