Comparing 4 Startup Investment Options— from an Investor’s Perspective

Josiah Coad
4 min readAug 10, 2024

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(See my other article for a Company’s perspective)

When evaluating investment vehicles, it’s crucial for investors to understand the advantages each option offers. In this article, we’ll explore the benefits of four popular investment choices: SAFE (Simple Agreement for Future Equity), Convertible Notes, Traditional Loans, and Equity Purchases. We’ll compare these options head-to-head, focusing on the distinct advantages that each offers from an investor’s perspective.

Table Comparing Investment Vehicles

SAFE Compared to Convertible Note

Advantages of SAFE over Convertible Notes:

Simpler execution: SAFEs typically have fewer terms to negotiate, leading to quicker deal closures and lower legal costs.

Less legal complexity: SAFEs are generally less complex, which can result in faster deployment of capital and fewer legal expenses.

Disadvantages of SAFE compared to Convertible Notes:

No interest accrual: SAFEs do not accrue interest, which can reduce the potential return compared to Convertible Notes.

No lender protections: In the event of bankruptcy, SAFE investors do not have claims on assets, unlike Convertible Note holders.

Uncertain timeline: Without a maturity date, the conversion of SAFEs into equity is less predictable, which can prolong the investor’s exit.

SAFE Compared to Traditional Loan

Advantages of SAFE over Traditional Loans:

Potential for higher returns: Unlike traditional loans, SAFEs offer the potential for significant upside if the company grows, as they convert into equity in a future financing round.

Disadvantages of SAFE compared to Traditional Loans:

No guaranteed returns: Traditional loans offer fixed returns through interest payments, which SAFEs do not provide.

No asset claims: In the event of a default, loan holders typically have a claim on the company’s assets, while SAFE holders do not.

No regular income: Loans provide a steady income stream through interest payments, while SAFEs offer no such immediate return.

SAFE Compared to Equity Purchase

Advantages of SAFE over Equity Purchase:

Lower initial investment: SAFEs often require a smaller upfront investment, as they defer valuation until a later round, allowing investors to participate without immediate equity acquisition.

Disadvantages of SAFE compared to Equity Purchase:

No immediate ownership: Equity purchases provide investors with immediate ownership and voting rights, which SAFEs do not.

Potential for less favorable conversion: If the company’s valuation rises significantly before conversion, SAFE investors might end up with less equity compared to a direct equity purchase.

No dividends: Equity purchases might offer dividends if the company is profitable, which is not possible with SAFEs.

Convertible Note Compared to Traditional Loan

Advantages of Convertible Notes over Traditional Loans:

Equity upside: Convertible Notes provide the potential for equity conversion, allowing investors to benefit from the company’s growth.

Interest accrual: Convertible Notes accrue interest, which increases the investor’s potential equity stake upon conversion.

Flexibility: Convertible Notes can be structured with various terms (e.g., discounts, caps) that can provide favorable conditions upon conversion.

Disadvantages of Convertible Notes compared to Traditional Loans:

Higher risk: Convertible Notes are riskier as they are unsecured and dependent on the company’s future success for returns.

No guaranteed return: Unlike loans, there’s no guaranteed return or fixed interest payment with Convertible Notes until conversion.

Convertible Note Compared to Equity Purchase

Advantages of Convertible Notes over Equity Purchase:

Delayed dilution: Convertible Notes delay the dilution of equity, potentially leading to a larger stake if the note includes favorable terms like a discount on future equity rounds.

Interest accrual: The interest accrued on Convertible Notes enhances the investor’s equity stake upon conversion, potentially leading to a higher return.

Flexibility in terms: Convertible Notes can be tailored with various terms that may be more favorable to investors compared to a straightforward equity purchase.

Disadvantages of Convertible Notes compared to Equity Purchase:

No immediate ownership: Unlike equity purchases, Convertible Notes do not provide immediate ownership or voting rights.

Uncertain conversion terms: The conversion terms of a Convertible Note may not be as favorable as initially expected, especially if the company’s valuation changes significantly.

Traditional Loan Compared to Equity Purchase

Advantages of Traditional Loans over Equity Purchases:

Guaranteed return: Traditional loans offer fixed returns through interest payments, providing a predictable income stream.

Lower risk: Loans typically carry lower risk compared to equity investments, as they are often secured and have priority in repayment.

No dilution: Investing through a loan does not dilute the company’s equity, preserving the existing ownership structure.

Disadvantages of Traditional Loans compared to Equity Purchases:

No equity upside: Loans provide a fixed return without the potential for benefiting from the company’s growth through equity appreciation.

Limited involvement: Loan agreements do not typically include provisions for investor involvement in company decisions, unlike equity investments, where shareholders have voting rights.

In summary, the choice of investment vehicle depends on the investor’s risk tolerance, desire for control, and expectations for returns. Whether you prioritize guaranteed returns, the potential for high growth, or a balanced approach, understanding the unique advantages of each option will help you make more informed investment decisions.

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