Overly Aggressive or Unrealistic Financial Projections
A prospectus must present a company’s financial future, but projections veering into the fantastical are a major warning sign. Scrutinize the “Use of Proceeds” and “Management’s Discussion and Analysis” (MD&A) sections. Legitimate companies base forecasts on concrete, achievable metrics like market growth rates, historical performance, and specific expansion plans. A red flag is raised when projections show a sudden, exponential leap in revenue or profitability without a commensurate, detailed explanation of how this will be achieved. Be wary of buzzword-laden justifications like “disrupting the market” or “first-mover advantage” replacing substantive operational plans. If the projected growth rate drastically outpaces established industry leaders or the overall market, it suggests a fundamental misunderstanding of the competitive landscape or an intent to mislead. Question how these projections account for inevitable market fluctuations, increased competition post-IPO, and the costs associated with being a public company. A lack of conservative scenarios or risk-adjusted models indicates overconfidence or a desire to inflate valuation artificially.

A History of Persistent Losses and a Weak Path to Profitability
While many growth-stage companies operate at a loss, the context and trajectory are critical. Analyze the “Selected Financial Data” and “Risk Factors” sections for a clear pattern. A red flag is a company with a long history of significant and growing net losses, coupled with a vague or non-existent plan for achieving profitability. The prospectus should clearly articulate a path to monetization, whether through scaling user bases, improving unit economics, or achieving operational leverage. Be concerned if losses are primarily funding excessive sales and marketing spend that fails to produce sustainable customer retention, or if research and development costs are not tied to tangible, near-term product pipelines. A company that states it “may never achieve or maintain profitability” is not just stating a standard risk; if this is paired with a weak business model, it is a stark admission of a fundamental flaw. The absence of improving gross margins over time is particularly troubling, as it suggests the core product or service is not becoming more efficient to deliver.

Excessive Reliance on a Concentrated Customer or Supplier Base
Diversification is a cornerstone of business resilience. A significant risk factor is an over-dependence on a single customer, a handful of clients, or a sole supplier. This information is detailed in the “Business” and “Risk Factors” sections. If a single customer constitutes more than 10-15% of total revenue, the company’s financial health is inextricably linked to the continued patronage of that entity. The loss of such a customer could be catastrophic. Similarly, reliance on a single supplier for a critical component creates immense operational risk. Any disruption in that supply chain, whether from geopolitical issues, natural disasters, or a simple contract dispute, could halt production entirely. A prospectus should acknowledge this concentration and explain strategies to mitigate it, such as actively diversifying the client roster or developing alternative supply chains. The absence of such a plan indicates a failure to address a critical vulnerability.

Constantly Shifting or Unclear Business Models
A company should have a clear, understandable, and relatively stable business model. Beware of an IPO prospectus that describes a business model in constant flux or one that is overly complex and difficult to decipher. This is often a sign that the company has not found a product-market fit and is pivoting desperately to justify its public offering. Look for a coherent explanation of how the company makes money, who its paying customers are, and why its value proposition is superior. A red flag is a company that has frequently changed its core revenue strategy in the years leading up to the IPO. Similarly, be skeptical of models built on untested or speculative concepts, such as those heavily reliant on “monetizing data” without a clear plan, or those in nascent, unproven markets where regulatory frameworks are still evolving. The business model should be the engine of the company; if you cannot understand how the engine works after reading the prospectus, it is a sign to avoid the investment.

Unusual or Opaque Related-Party Transactions
Related-party transactions occur when the company does business with its own executives, major shareholders, or their affiliated entities. While not inherently illegal, they require extreme scrutiny as they can be used to siphon value away from the company to the benefit of insiders. These are disclosed in a dedicated section, often titled “Certain Relationships and Related Party Transactions.” Legitimate transactions are conducted at arm’s length, meaning the terms are as fair as they would be with an unrelated third party. Red flags include loans made to executives at below-market interest rates, the company leasing property from a founder at an inflated rent, or purchasing services from a supplier owned by a board member’s family. The prospectus must justify the fairness of these transactions. A lack of detailed disclosure, or transactions that seem to serve no clear business purpose other than enriching insiders, indicate poor corporate governance and a culture where shareholder interests are not paramount.

High Levels of Debt and Unfavorable Capital Structure
Before investing, understand what you are buying into on the balance sheet. The “Capitalization” section shows the company’s debt-to-equity structure. A high debt load, especially if it is short-term or carries a variable interest rate, poses a significant risk. Servicing this debt requires substantial cash flow, which can cripple a company’s ability to invest in growth, especially during economic downturns or periods of rising interest rates. Analyze the company’s ability to cover its interest payments (interest coverage ratio). A low ratio is a major concern. Furthermore, scrutinize the terms of the debt. Debt that is senior to common stock means lenders get paid before shareholders in a liquidation event. The presence of complex, high-yield, or “covenant-lite” debt can indicate previous difficulty raising capital and may harbor restrictive terms that limit future operational flexibility.

Frequent Changes in Auditors or Accounting Firms
A company’s relationship with its auditor is a key indicator of financial reporting integrity. A history of frequent auditor changes is a glaring red flag. This information is found in the “Experts” section. While a company may change auditors after a merger or for cost reasons, a pattern of switching, especially if it involves disagreements over accounting principles or internal controls, suggests the company may be “auditor shopping.” This is a practice where a company seeks an auditor who will approve aggressive or questionable accounting treatments. Any disclosure of an “internal control weakness” or “material weakness” identified by the auditor is a serious issue. It means the company’s processes for ensuring accurate financial reporting are deficient, raising the risk of misstatements or even fraud. A clean, long-standing relationship with a reputable “Big Four” auditor (Deloitte, PwC, EY, KPMG) is generally a positive sign, though not an absolute guarantee.

Overly Complex or Unusual Share Class Structures
The “Description of Capital Stock” section outlines the rights attached to your shares. A significant red flag is a multi-class share structure designed to consolidate voting power with founders and early insiders. In such structures, Class B or C shares might carry 10 votes per share, while the Class A shares sold to the public carry only one vote, or even none. This creates a permanent disconnect between ownership (economic interest) and control (voting power). While some argue this allows founders to execute long-term vision, it effectively disenfranchises public shareholders, making it nearly impossible to hold management accountable through board elections or shareholder votes on major corporate actions. An extreme version of this is a founder with “super-voting” shares who retains control even if their economic stake falls below 50%. This structure centralizes risk and removes a key check on management power.

Vague or Inadequate “Use of Proceeds” Disclosure
The “Use of Proceeds” section is a fundamental part of the prospectus, detailing exactly how the company intends to spend the money raised from the IPO. A major warning sign is a vague or non-committal plan. Legitimate companies provide a specific, itemized breakdown, such as “40% for research and development of Product X,” “35% for sales and marketing expansion in Europe,” and “25% for working capital and general corporate purposes.” Be highly skeptical of a prospectus that allocates a large, unspecified portion—or even the majority—to “general corporate purposes” or “working capital.” This signals a lack of strategic planning and can indicate the company is raising money simply because the market is hot, without a clear vision for how to deploy it effectively to generate shareholder value. It can also be a sign that the company is in desperate need of cash to stay afloat.

Excessive Executive Compensation Disconnected from Performance
The “Executive Compensation” section provides a detailed look at how much management is paid. A red flag is a compensation structure that is excessively high relative to the company’s size, stage, and performance, or one that is poorly aligned with long-term shareholder interests. Look for a high proportion of cash salary and bonuses compared to equity-based compensation that vests over time. A good structure rewards executives for achieving specific, measurable long-term goals that increase shareholder value. A poor structure pays huge bonuses for simply taking the company public, irrespective of its subsequent stock performance. Compare the proposed compensation packages to those of similar-sized public companies in the same industry. Outliers suggest a board that is not effectively representing shareholder interests and a culture of self-enrichment at the top.

A Litigation-Ridden History or Significant Pending Legal Actions
The “Legal Proceedings” section is a mandatory disclosure of material lawsuits. A company facing numerous, significant legal challenges is a high-risk investment. Scrutinize this section for patent infringement lawsuits (especially if the company’s core product is at risk), class-action lawsuits from customers or employees, or ongoing investigations by regulatory bodies like the SEC. The financial impact can be twofold: direct costs of legal defense and potential settlements or damages, and indirect costs from management distraction and reputational harm. A prospectus might downplay these risks, so pay close attention to the language. If a case is described as potentially having a “material adverse effect” on the company’s financial condition, take it at face value. A clean legal slate is preferable, but the key is the materiality and nature of the litigation relative to the company’s core operations and financial stability.

Constantly Changing or Unqualified Management and Board
A company’s leadership is its steering wheel. The “Management” and “Board of Directors” sections should be reviewed for stability and expertise. A red flag is a history of frequent C-suite turnover in the years leading to the IPO. This can indicate internal strife, a struggling business, or a domineering founder who cannot retain talent. Furthermore, assess the qualifications of the board members. An effective board should have a mix of industry expertise, financial acumen, and experience with public company governance. A board stacked with insiders, friends, and family of the CEO lacks independence and will likely fail to provide objective oversight. The absence of an audit committee chair with a financial background (like a former CFO) is a specific concern, as this role is critical for financial oversight. A strong, independent, and stable leadership team is a vital intangible asset.