Using preferred stock to attract investors: A founder’s guide to smarter startup financing

Learn about preferred stock and why it's relevant to startup founders and VCs
Author
Isabel Peña Alfaro
Updated
April 17, 2025
Read time
7

Smart startup financing requires balancing capital needs with control. Preferred stock has become the standard investment vehicle for venture capital funding, offering investors the protection they seek while allowing founders to maintain operational control. Understanding this crucial financing instrument is essential for any founder navigating VC fundraising rounds.

Key takeaways:

  • Preferred stock gives investors priority dividends and liquidation rights, helping you raise capital without losing control
  • Founders can use preferred stock to attract institutional investors and structure deals that support growth.
  • Understanding features, risks, and negotiation strategies helps you build a capital structure that works for your business.

Funding growth while keeping your vision

Navigating startup fundraising is all about balance. You want to bring in capital and expertise, but you also want to keep your company’s direction and culture intact. 

Preferred stock is a flexible tool that helps founders attract the right investors, secure funding, and maintain operational control—all while setting your business up for long-term success.

What is preferred stock? A hybrid approach for modern startups

Preferred stock is a hybrid security, combining elements of both stocks and bonds. It’s designed to give investors a steady income stream and priority in the event of liquidation, without giving up voting rights. For founders, this means you can raise capital and keep decision-making power where it belongs: with your team.

Preferred stock at a glance:

  • Fixed or floating dividends, paid before common stock dividends
  • Higher claim on company assets if things go sideways
  • Usually no voting rights for investors
  • Can be structured with conversion, call, or cumulative features

Preferred stock is a staple in venture capital and private equity deals, especially for companies looking to scale without going public.

Preferred stock vs. common stock vs. bonds

Feature Preferred stock Common stock Bonds
Dividends Fixed/priority Variable, not guaranteed Fixed interest
Voting rights Usually none Typically yes None
Liquidation priority Above common, below debt Last in line Senior to equity
Convertibility Often convertible Not convertible Not convertible
Risk level Moderate Higher Lower (for investment-grade)
Investor appeal Income-focused, risk-averse Growth-oriented Capital preservation

Preferred stock sits between common stock and bonds, offering a blend of stability and upside that appeals to a wide range of investors.

Why issue preferred stock? Benefits for founders and investors

For startups:

  • Attract larger, more strategic investments
  • Preserve founder control by limiting voting rights
  • Structure deals to align with your growth plans
  • Appeal to institutional investors who expect preferred shares in later rounds

For investors:

  • Downside protection with priority dividends and liquidation preferences
  • Potential for upside through convertibility
  • Steady income, which is especially attractive during market uncertainty

Offering preferred stock can help you forge partnerships that bring not just capital, but also expertise and valuable connections to your business.

Types of preferred stock: Finding the right fit

Convertible preferred stock

Lets investors convert to common shares, usually at a set ratio. This gives them downside protection and upside potential if your company takes off.

The conversion ratio determines how many common shares investors receive for each preferred share, directly affecting dilution and growth potential.

Cumulative preferred stock

Unpaid dividends accrue and must be paid before common shareholders get anything. This provides extra security for investors but can impact your valuation. 

If your startup experiences cash flow challenges, these accumulated dividends in arrears can become significant liabilities over time.

Noncumulative preferred stock

Missed dividends don’t accrue. This is more flexible for founders but less attractive to some investors. Non-cumulative preferred stock is particularly founder-friendly as it helps preserve capital during lean periods without penalties.

Callable preferred stock

Lets you buy back shares at a set price after a certain period. This gives you flexibility but may require a higher dividend rate to compensate investors. The call or repurchase provision typically includes a premium over par value, giving investors additional returns.

Fixed-to-floating rate preferreds

Start with a fixed dividend, then switch to a floating rate. This can help manage interest rate risk and appeal to a broader investor base. These hybrid securities typically use benchmark rates like LIBOR plus a spread to determine the floating dividend rate after the initial fixed period.

Perpetual preferred stock

Has no maturity date, providing a permanent capital structure component. This type of preferred stock offers stability to your balance sheet and can be particularly attractive to financial institutions looking for long-term investment opportunities.

How to structure preferred stock: Features that matter

Liquidation preferences

This is the investor’s safety net. If your company is sold or liquidated, preferred shareholders get their money back (sometimes with a multiple) before common shareholders.

  • Participating preferred: investors get their preference and then share in remaining proceeds.
  • Non-participating preferred: investors pick one or the other.

A 1x non-participating liquidation preference is generally considered founder-friendly, while multiples above 1x (like 1.5x or 2x) can significantly reduce founders' and employees' upside in modest exits. The liquidation preference is one of the most crucial terms to negotiate carefully.

Dividends

Fixed and cumulative preferred stock dividends are attractive to investors but can impact your future valuation. Discretionary dividends (paid only when the board decides) are more founder-friendly.

The dividend rate, typically expressed as a percentage of the preferred stock's par value, directly impacts your cash flow projections. Most startups negotiate for dividends to be non-compounding and only payable when declared by the board of directors, preserving capital for growth.

Conversion rights

Allow investors to convert preferred shares to common, usually during an IPO or acquisition. It’s advisable to make sure conversion terms align with your long-term goals.

Automatic conversion provisions typically trigger when your company reaches certain valuation thresholds or during qualified financing events. These provisions help clean up your cap table before significant liquidity events and should be carefully structured to align with your exit strategy.

Anti-dilution protection

Protects investors if you raise at a lower valuation later. Weighted-average protection is more balanced than full-ratchet.

Anti-dilution mechanisms adjust the conversion price of preferred stock if you issue equity at a lower price in the future. Broad-based weighted average formulas consider total shares outstanding and are more founder-friendly than narrow-based calculations that focus only on the number of common shares resulting from conversion.

Board representation

Some preferred stock comes with board seats or observer rights. It’s advised to negotiate to keep the founders’ influence strong.

Consider structuring board rights to trigger only at certain ownership thresholds and include sunset provisions that expire if investors reduce their holdings below specified levels. This preserves your decision-making autonomy while respecting investors' oversight needs.

When and how should startups offer preferred stock?

Preferred stock is most common in series A rounds and beyond, when investors want more sophisticated structures. Consider offering preferred stock when:

  • You need significant capital to scale
  • You want to attract VC or PE investors
  • You want to raise funds without immediately diluting founder control
Stage Typical structure Preferred stock role
Pre-seed/seed Common stock, convertible notes Rarely used unless angels request it
Series A/B Preferred stock (convertible/cumulative) Standard for VC rounds
Growth/late Multiple preferred rounds, complex terms

A deeper look: When to use preferred stock by growth stage

Pre-seed and seed stage (0-18 months)

At this earliest stage, simplicity often works best. Common stock and convertible notes or SAFEs typically dominate, but in some cases, offering simple preferred shares can help attract sophisticated angel investors.

Consider preferred stock at this stage if:

  • Your angel investors specifically request it
  • You're raising a larger seed round ($1M+) from institutional investors
  • You have significant alternative financing options and can negotiate favorable terms

Key structure for this stage:

  • 1x non-participating liquidation preference
  • No dividend requirements
  • Simple 1:1 conversion rights
  • Minimal or no board seats

Series A (18 months - 3 years)

As you demonstrate product-market fit and begin scaling, preferred stock becomes the standard financing vehicle. Your ability to negotiate favorable terms will depend largely on your traction and the competitive dynamics of your fundraise.

Optimal preferred stock structure:

  • 1x non-participating liquidation preference
  • Non-cumulative dividends (if any)
  • Standard broad-based weighted average anti-dilution
  • One board seat for lead investor
  • Pro-rata rights for investors

Series B and C (3-6 years)

With established revenue and growth metrics, your negotiations shift to optimizing for scale while preserving upside for earlier stakeholders. The complexity of your preferred stock structure typically increases.

Strategic considerations:

  • Balance new investors' needs without compromising earlier stakeholders
  • Consider adding refinements like redemption rights and registration rights
  • Structure terms to facilitate future fundraising
  • Plan for potential M&A opportunities

Growth and pre-IPO stages (6+ years)

At later stages, your preferred stock issuance may involve multiple classes with different rights. The valuation and terms become increasingly influenced by public market benchmarks.

Key focus areas:

  • Creating clean paths to liquidity
  • Structuring dividend policies that support growth while satisfying investors
  • Managing liquidation stacks to align all stakeholders
  • Implementing governance structures that prepare for public reporting

Risks and trade-offs: What founders need to know

  • Dilution of future returns: Aggressive liquidation preferences or high dividend rates can reduce what founders and employees receive in an exit.
  • Complex cap tables: Too many investor-friendly terms can make future fundraising harder.
  • Potential loss of control: Giving away too many board seats or voting rights can limit your flexibility.
  • Impact on valuation: Cumulative dividends and high preferences can lower your company’s valuation in future rounds.

Market volatility effects: During periods of high market volatility, preferred stockholders may demand higher yields to compensate for perceived risk, potentially increasing your cost of capital.

Regulatory considerations: Certain types of preferred stock issuance may trigger regulatory filing requirements or impact your eligibility for specific tax treatments. Always consult with legal counsel regarding these implications.

It’s advisable to negotiate terms that balance investor protection with your startup’s long-term health. Get legal advice, and don’t be afraid to push for founder-friendly terms.

Negotiation strategies: Getting the best terms for your preferred stock

When negotiating preferred stock terms with potential investors, keep these strategies in mind:

1. Understand your leverage points

  • Strong growth metrics and multiple interested investors dramatically improve your negotiating position
  • Be prepared to demonstrate how your business model supports sustainable long-term growth potential
  • Show clear paths to profitability and capital appreciation to justify more founder-friendly terms

2. Prioritize your non-negotiables

  • Create a clear hierarchy of terms that matter most to your business model and growth strategy
  • Be prepared to concede on lower-priority items to win on critical terms
  • Consider your exit time horizon when evaluating liquidation preferences and participating features

3. Use market comparables strategically

  • Research and present recent financing rounds for comparable companies in your sector
  • Focus on market price benchmarks that support your position
  • Understand typical terms for your stage, sector, and growth profile

4. Structure economic terms holistically

  • Balance dividend rates against liquidation preferences—investors may accept lower preferences if dividend yields are attractive
  • Consider how conversion provisions interact with anti-dilution provisions
  • Model multiple exit scenarios to understand how different term structures affect returns for all stakeholders

5. Negotiate protective provisions carefully

  • Seek approval thresholds that require investor majorities rather than unanimity
  • Include sunset provisions for veto rights and board seats
  • Carve out exceptions for strategic business decisions

Term sheet considerations: What to watch for

When reviewing term sheets for preferred stock financing, pay particular attention to these often-overlooked details:

1. Dividend structures

  • Clarify whether dividends are cumulative or non-cumulative
  • Specify exactly when and how dividend rates can change
  • Define how dividends interact with conversion calculations

2. Liquidation waterfalls

  • Model the exact distribution of proceeds across multiple exit values
  • Understand how participation caps work if included
  • Consider how liquidation preferences stack across multiple rounds

3. Conversion mechanics

  • Define price-based and time-based automatic conversion triggers
  • Clarify calculation adjustments for stock splits and similar events
  • Specify voting thresholds required for conversion decisions

4. Protective provisions

  • Limit investor approval rights to truly material corporate actions
  • Ensure thresholds for investor approval are reasonable
  • Include carve-outs for ordinary course business operations

5. Information rights

  • Balance transparency with operational efficiency
  • Include confidentiality obligations for all shared information
  • Consider sunset provisions based on ownership thresholds

6. Right of first refusal (ROFR) and co-sale

  • Limit scope to significant transactions
  • Include reasonable time limitations for exercise
  • Carve out exceptions for small transfers and family planning

Actionable insights: How to get the most from preferred stock

  • Negotiate for balance: Aim for non-participating, 1x liquidation preferences and discretionary dividends
  • Align terms with your growth plans: Use convertible preferred stock to give investors upside, but avoid features that could limit future fundraising.
  • Protect your cap table: Avoid stacking too many preferences.
  • Keep founder influence: Retain board control and voting rights where possible.
  • Think long-term: Structure deals that support both immediate growth and future flexibility.

Create a preferred stock structure that matches your industry: High-growth tech startups typically favor convertible preferred stock with minimal dividend requirements, while real estate ventures might benefit from fixed dividend structures that provide steady payouts to investors.

Consider tax implications: Different preferred stock structures can have varying tax consequences for both issuers and holders of preferred shares. Consult with tax advisors early in the planning process to optimize your capital structure for tax efficiency.

Founders who negotiate balanced terms—like non-participating, 1x liquidation preferences—are better positioned to reward their teams and themselves at exit. Those who give away too much early often find that most proceeds go to investors.

Conclusion: Build a capital structure that supports your vision

Preferred stock gives founders a way to raise capital, attract strategic investors, and keep founder priorities at the center. By understanding features, risks, and negotiation strategies, you can build a capital structure that supports your growth—without giving up more than you need to.

Remember that your preferred stock structure sends strong signals to the market about your company's stability and growth prospects. Well-structured preferred securities can create a foundation for sustainable growth, while poorly negotiated terms can hamper your flexibility and limit future options.

When used strategically, preferred stock can help you access capital from diverse providers including venture capital, private equity funds, mutual funds, and ETFs that focus on growth companies. This broader investor base can provide more stable support through market cycles, as different investors have varying time horizons and return expectations.

As you plan your next funding round, lean on Rho to help you optimize your capital and keep your business moving forward. Discover how Rho’s treasury and founder-focused solutions can help you put your capital to work.

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Investment management and advisory services provided by RBB Treasury LLC dba Rho Treasury, an SEC-registered investment adviser and subsidiary of Rho. Rho Treasury investments are not deposits or other obligations of Webster Bank N.A., or American Deposit Management Co.’s partner banks, are not FDIC insured, are not guaranteed and may lose value. Investment products involve risk, including the possible loss of the principal invested, and past performance does not future results. Treasury and custodial services provided through Apex Clearing Corp. and Interactive Brokers LLC, registered broker dealers and members FINRA/SIPC.

Note: This content is for informational purposes only. It doesn’t necessarily reflect the views of Rho and should not be construed as legal, tax, benefits, financial, accounting, or other advice. If you need specific advice for your business, please consult with an expert, as rules and regulations change regularly.

Isabel Peña Alfaro
April 17, 2025
Isabel is a freelance writer and an Amazon top selling author. Her work appears in Fortune, Investopedia, Fast Company, and TIME, among other publications. Before becoming a full-time writer, she led communications for skills and jobs in technology at IBM. She is fully fluent in Spanish and French and speaks basic Portuguese.

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