Private Stock Glossary: 100+ Essential Terms
Last Updated: January 2026
This comprehensive glossary defines over 100 essential terms related to private company stock, pre-IPO investing, equity compensation, and venture capital. Whether you're an employee with stock options, an investor in the secondary market, or simply learning about unlisted shares, this resource will help you understand the terminology.
A
409A Valuation
An independent appraisal of a private company's common stock fair market value, required by IRS Section 409A to set the strike price for stock options. These valuations are typically conducted every 12 months or after a material event (funding round, acquisition offer, significant business change) to ensure option grants and exercises comply with tax regulations.
Example: Your startup completed a Series B funding round at $500M valuation for preferred stock. The 409A valuation might value common stock at $200M (40% of preferred due to liquidation preferences and other rights), setting your stock option strike price at $2.00/share for 100 million shares outstanding.
Accredited Investor
An individual or entity meeting SEC financial or professional criteria that qualify them to invest in unregistered securities. Requirements include $200,000+ individual income ($300,000 joint), $1,000,000+ net worth (excluding primary residence), or holding Series 7, 65, or 82 licenses. This status is required for most private stock investments.
Example: Sarah earns $250,000 annually as a software engineer. She meets the income test and can invest in pre-IPO companies through platforms like Forge Global and EquityZen.
Alternative Minimum Tax (AMT)
A parallel tax system that ensures high-income taxpayers pay a minimum tax amount. For employees exercising Incentive Stock Options (ISOs), the spread between strike price and fair market value is treated as income for AMT purposes, potentially triggering substantial tax liability even though no stock was sold. AMT paid generates credits that can offset future regular tax.
Example: You exercise ISOs with a $500,000 spread. While you owe no regular tax, this triggers $140,000 in AMT (28% rate). You must pay this by April 15th even though you haven't sold any stock. When you later sell the stock, you can use the AMT credit to reduce your tax bill.
Anti-Dilution Provision
Protective clauses in preferred stock agreements that adjust the conversion ratio if the company issues shares at a lower price than previous rounds (down round). Full ratchet anti-dilution adjusts to the new lower price entirely, while weighted average anti-dilution adjusts proportionally based on amount raised. These provisions protect early investors from dilution but can severely impact common stockholders.
Example: An investor bought Series A preferred at $10/share. The company later raises Series B at $6/share. With full ratchet protection, the Series A converts as if they paid $6/share, receiving 67% more shares. With weighted average, the adjustment is smaller based on how much capital was raised in the down round.
Authorized Shares
The maximum number of shares a corporation is legally allowed to issue, as specified in the company's articles of incorporation. Companies often authorize more shares than they issue to provide flexibility for future equity grants, funding rounds, and employee stock options. Increasing authorized shares requires board and shareholder approval.
Example: A startup authorizes 100 million shares but has only issued 60 million (40 million to founders/investors, 20 million to employees). The remaining 40 million authorized but unissued shares can be used for future option grants and funding rounds without amending the articles of incorporation.
See also: Outstanding Shares, Option Pool
B
Backsolve Method
A valuation technique that works backward from a recent preferred stock financing to estimate common stock fair market value for 409A purposes. The method uses option pricing models to allocate the total enterprise value across different share classes based on their liquidation preferences, conversion rights, and other terms. This is the most common 409A valuation method for venture-backed companies.
See also: 409A Valuation, Fair Market Value (FMV)
Blackout Period
A restricted timeframe when employees and insiders are prohibited from trading company stock, typically due to possession of material non-public information (MNPI) or during financial reporting periods. Private companies often impose blackout periods around fundraising, M&A discussions, or tender offers. Violating blackout periods can result in termination and insider trading liability.
Example: Your company is negotiating an acquisition. The board implements a 90-day blackout period preventing all employees from selling shares on the secondary market until the acquisition is announced or talks terminate.
Board Seat
A position on a company's board of directors, typically negotiated by major investors as part of their investment terms. Board seats provide oversight, voting rights on major decisions, and access to confidential company information. Common provisions include investor directors (VCs), independent directors, and founder/management directors.
Example: A Series A lead investor investing $10M negotiates for one board seat, joining the two founder-held seats and one independent director to create a four-person board.
See also: Protective Provisions, Voting Rights
Bridge Round
A short-term financing round designed to provide capital between major funding rounds or while preparing for an IPO or acquisition. Bridge rounds often use convertible notes or SAFEs to delay valuation negotiations, and they typically come with warrants or discounts for the interim financing risk.
Example: A company raised Series B 18 months ago and plans to raise Series C in 6 months, but needs $5M to extend runway. They raise a bridge round via convertible note with 20% discount to the Series C price.
See also: Convertible Note, Warrant
Buyback
When a company repurchases its own shares from employees or investors, typically at a predetermined price. Private companies sometimes offer buyback programs or tender offers to provide liquidity to shareholders without going public. Buybacks reduce shares outstanding and can increase per-share value.
Example: A late-stage startup offers a tender offer to buy back up to $50M of employee shares at $45/share (based on recent 409A valuation), allowing long-term employees to gain liquidity before IPO.
C
Cap Table (Capitalization Table)
A comprehensive spreadsheet showing ownership structure of a company, including all shareholders, number of shares owned, share classes, option grants, warrants, and convertible securities. Cap tables calculate ownership percentages, dilution effects, and liquidation waterfalls. Understanding cap table dynamics is critical for evaluating the value of common stock versus preferred stock.
Example: A cap table shows founders own 40%, VCs own 45%, employees own 10%, and option pool represents 5%. After a new funding round, all percentages decrease proportionally (dilute) as new shares are issued to incoming investors.
Carried Interest (Carry)
The share of profits that venture capital and private equity fund managers receive, typically 20% of gains above a hurdle rate. Carry aligns fund manager incentives with investor returns. It's taxed as long-term capital gains (more favorable than ordinary income) if requirements are met, though this treatment has faced legislative challenges.
Example: A VC fund raises $100M, invests it, and returns $300M to investors. After returning the original $100M capital, the remaining $200M profit is split 80% to investors ($160M) and 20% to fund managers as carry ($40M).
See also: Venture Capital, Hurdle Rate
Cashless Exercise
A method of exercising stock options where shares are simultaneously sold to cover the exercise cost and taxes, with net proceeds delivered to the option holder. This eliminates the need for upfront cash but triggers immediate taxation and may result in short-term capital gains if shares aren't held for long-term treatment.
Example: You have options to buy 10,000 shares at $5 ($50,000 cost). Current value is $50/share. You execute a cashless exercise selling all shares at $50, receiving net proceeds of approximately $450,000 minus taxes (after covering $50,000 exercise cost).
See also: Early Exercise, Exercise Price
Cliff (Vesting)
A minimum time period before any equity vests. Standard employee equity includes a one-year cliff, meaning no shares vest until the first anniversary, at which point 25% vests immediately. If you leave before the cliff, you forfeit all unvested shares. After the cliff, vesting typically continues monthly.
Example: You receive 48,000 stock options with a 4-year vesting schedule and 1-year cliff. If you leave after 11 months, you get nothing. If you stay 12 months, 12,000 options vest immediately (25%). Afterward, 1,000 options vest monthly for the remaining 36 months.
See also: Vesting Schedule, Golden Handcuffs
Common Stock
The basic form of corporate ownership, typically held by founders and employees. Common stock receives proceeds in a liquidation only after all preferred stock preferences are satisfied. Common shareholders have voting rights but fewer protections than preferred shareholders. In private companies, common stock is often worth significantly less than preferred stock due to liquidation preferences and other rights.
Example: In an acquisition for $200M where investors hold $150M in liquidation preferences, preferred shareholders receive their $150M first. The remaining $50M is distributed pro-rata to all shareholders (including converted preferred), meaning common stock receives much less per share than the headline valuation suggests.
Convertible Note
A debt instrument that converts into equity (typically preferred stock) at a future financing round. Convertible notes include a valuation cap (maximum conversion valuation), discount rate (typically 10-25%), interest rate, and maturity date. They allow companies to raise capital quickly without setting a valuation immediately.
Example: A company raises $2M via convertible note with $10M cap and 20% discount. If the Series A raises at $15M valuation, the note converts at $10M cap (better for note holders). If Series A is at $8M, the note converts at $6.4M (20% discount), giving note holders more equity.
See also: Valuation Cap, SAFE
Co-Sale Rights (Tag-Along Rights)
Contractual rights allowing minority shareholders to join ("tag along") when majority shareholders sell their stake. If founders or major investors sell to a third party, co-sale rights enable other shareholders to sell their shares on the same terms, preventing majority holders from getting preferential treatment.
See also: Drag-Along Rights, Right of First Refusal (ROFR)
Cost Basis
The amount you paid for stock plus any amounts previously taxed as ordinary income, used to calculate capital gains when selling. For NSOs, basis equals exercise price plus the spread taxed at exercise. For ISOs with qualifying disposition, basis equals exercise price. Accurate cost basis documentation is critical for tax reporting.
Example: You exercised NSOs at $5 strike when FMV was $50, paying $5 and recognizing $45 as ordinary income. Your cost basis is $50/share ($5 + $45). If you later sell at $100, your capital gain is $50/share, not $95.
D
Dilution
The reduction in ownership percentage that occurs when a company issues new shares. Dilution affects all existing shareholders proportionally unless they have anti-dilution protection or participate pro-rata in new rounds. While ownership percentage decreases, the total value can increase if the company raises at a higher valuation.
Example: You own 100,000 shares of 10 million outstanding (1% ownership). The company issues 2.5 million new shares in a funding round. You now own 100,000 of 12.5 million (0.8% ownership)—diluted by 20%. However, if valuation increased 50%, your stake's total value may have increased despite the percentage drop.
Direct Listing
An alternative to traditional IPO where existing shares are listed on an exchange without raising new capital or using underwriters. Direct listings allow employees and early investors to sell immediately without lockup periods. Companies like Spotify, Coinbase, and Slack used direct listings to go public.
Example: Instead of issuing new shares via IPO, a company directly lists its existing shares on NYSE. Employees can sell shares immediately at market price, which is determined by supply and demand rather than underwriter pricing.
Disqualifying Disposition
The sale of ISO shares before meeting required holding periods (2 years from grant AND 1 year from exercise), which converts the favorable ISO tax treatment into partial ordinary income taxation. The spread at exercise becomes ordinary income, and any additional gain is capital gain (short-term or long-term depending on holding period from exercise).
Example: You exercised ISOs at $10 when FMV was $50, then sold 8 months later at $80. Because you didn't hold 1 year from exercise, the $40 spread is ordinary income and the additional $30 gain is short-term capital gain (both taxed at higher rates than if you'd held for qualifying disposition).
Double-Trigger Acceleration
Vesting acceleration that requires two events: (1) change of control (acquisition/IPO), AND (2) termination without cause or resignation for good reason within a specified period (often 12-18 months post-acquisition). This protects employees from losing unvested equity if they're terminated after acquisition while preventing windfalls if employees voluntarily leave.
Example: You have 40,000 unvested options when your company is acquired. With double-trigger acceleration, if you're terminated 6 months after acquisition, 100% of your unvested options accelerate. But if you keep your job and stay, vesting continues on original schedule.
See also: Single-Trigger Acceleration, Vesting Acceleration
Down Round
A financing round at a lower valuation than the previous round, indicating company underperformance or difficult market conditions. Down rounds trigger anti-dilution provisions that protect existing preferred investors but severely dilute common shareholders and employee option holders.
Example: A company raised Series B at $500M valuation in 2021 but raises Series C at $300M in 2024 due to missing growth targets. Series B investors with anti-dilution protection receive additional shares to compensate for the lower price, while employee common stock becomes significantly less valuable.
Drag-Along Rights
Rights allowing majority shareholders to force minority shareholders to join in a sale of the company. If holders of a specified percentage (typically 50%+ of preferred stock) approve a sale, all other shareholders must sell on the same terms. This prevents small shareholders from blocking acquisitions.
Example: Investors holding 60% of preferred stock approve an acquisition offer. Drag-along rights force all common shareholders (founders and employees) to sell their shares at the same price per share, even if they would prefer to remain private.
See also: Co-Sale Rights, Liquidation Event
Dry Powder
Unallocated capital that venture capital or private equity firms have raised but not yet invested. High dry powder levels indicate significant available capital for investment in private companies. As of 2026, private markets hold approximately $2.5 trillion in dry powder globally.
See also: Venture Capital, Follow-On Investment
Due Diligence
Comprehensive investigation and analysis of a company before investing, including review of financials, legal documents, intellectual property, contracts, cap table, management team, market position, and risks. For private stock purchases, due diligence is critical since public disclosure requirements don't apply.
Example: Before investing $100,000 in private company stock via EquityZen, you review the company's pitch deck, last three years of financials, cap table showing liquidation preferences, competitive analysis, and background checks on executives.
E
Early Exercise
The ability to exercise stock options before they vest, typically available only at early-stage companies. Early exercise allows employees to start the capital gains holding period sooner and potentially qualify for QSBS treatment. Shares purchased via early exercise remain subject to company repurchase rights if you leave before vesting.
Example: You join a 6-month-old startup and immediately early exercise all 100,000 options at $0.10/share ($10,000 total), filing an 83(b) election. Five years later, if shares are worth $50, you've met QSBS holding requirements and all $4.99M gain qualifies as long-term capital gains with potential QSBS exclusion.
Employee Stock Purchase Plan (ESPP)
A program allowing employees to purchase company stock at a discount (typically 15%) through payroll deductions. Qualified ESPPs offer tax advantages if holding period requirements are met. More common at public companies, but some late-stage private companies offer ESPPs with liquidity provisions.
See also: Incentive Stock Option (ISO), Equity Compensation
Equity Compensation
Compensation in the form of company ownership rather than cash, including stock options (ISOs and NSOs), restricted stock units (RSUs), restricted stock, and stock appreciation rights (SARs). Equity compensation aligns employee incentives with company success and is essential for startups with limited cash.
Example: A startup offers you $120,000 salary plus 0.5% equity (50,000 options with $1 strike price) vesting over 4 years. If the company reaches $1B valuation, your equity could be worth $5M, far exceeding your salary over the same period.
Equity Carve-Out
When a parent company sells a minority stake in a subsidiary through an IPO while retaining majority control. This provides capital and establishes a public market valuation for the subsidiary while maintaining strategic control.
See also: Initial Public Offering (IPO), Spin-Off
Exercise Price (Strike Price)
The price per share at which a stock option can be exercised (purchased). The exercise price is set at grant and must equal or exceed the fair market value at grant date (for ISOs and to avoid Section 409A penalties for NSOs). The spread between exercise price and current FMV determines the value of unexercised options.
Example: You have options with $5 exercise price. If current FMV is $50, exercising costs $5/share but acquires stock worth $50/share, creating $45/share of value (before taxes).
Exit Strategy
A plan for how investors and shareholders will realize gains on their investment, typically through IPO, acquisition, or secondary sales. Exit strategy considerations affect company decisions around funding, growth rate, and timing. Average time to exit has increased from 4 years (1999) to 12+ years (2026).
Example: A Series A investor evaluates two scenarios: (1) company builds to $100M revenue and IPOs in 5 years, or (2) company grows to $500M revenue and sells to strategic acquirer in 8 years. Exit strategy affects desired growth rate and capital efficiency.
F
Fair Market Value (FMV)
The price at which stock would change hands between a willing buyer and seller, neither under compulsion to buy or sell, and both having reasonable knowledge of relevant facts. For private companies, FMV is typically established through 409A valuations and is critical for tax purposes when exercising options or receiving RSUs.
Example: A 409A valuation determines common stock FMV is $25/share. This sets the strike price for new option grants and determines the taxable income when employees exercise NSOs or receive vested RSUs.
Fiduciary
A person or entity with legal obligation to act in another party's best interest. Board members are fiduciaries to shareholders. Registered investment advisers are fiduciaries to clients. Fiduciary duty includes duty of care (informed decisions) and duty of loyalty (no conflicts of interest).
See also: Board Seat, Registered Investment Adviser (RIA)
Follow-On Investment
Additional investment in a company by existing investors in subsequent funding rounds. Most VC firms reserve capital for follow-on investments to maintain ownership percentages (pro-rata rights) or increase positions in successful companies. Failure to participate in follow-ons results in dilution.
Example: A VC invested $5M in Series A for 10% ownership. At Series B, they invest another $10M to maintain their 10% (follow-on investment). Without follow-on, they'd be diluted to ~7% as new investors buy shares.
See also: Pro Rata Rights, Dilution
Founder Shares
Common stock issued to company founders at inception, typically at nominal prices ($0.0001-$0.01/share). Founder shares usually vest over 4 years to ensure founders remain committed. They represent the largest ownership stakes but are subordinate to preferred stock in liquidation.
Example: Three co-founders each receive 3 million shares at $0.001/share ($3,000 total), giving them equal 33.3% ownership initially. Shares vest over 4 years with 1-year cliff to align incentives for long-term commitment.
Fully Diluted Shares
The total number of shares outstanding if all convertible securities (options, warrants, convertible notes, convertible preferred stock) were exercised or converted. Fully diluted ownership percentages provide the most accurate picture of economic ownership and are used for most cap table calculations.
Example: A company has 70M shares outstanding, 10M unexercised options, 5M warrants, and 15M shares of convertible preferred. Fully diluted shares = 100M. If you own 1M shares, your fully diluted ownership is 1% (not 1.43% on an outstanding-only basis).
G
General Solicitation
Broadly advertising or publicly promoting an investment opportunity, which is generally prohibited in Regulation D Rule 506(b) private placements. Rule 506(c) allows general solicitation but requires verification that all investors are accredited. Most secondary market platforms avoid general solicitation by requiring registration and accreditation verification before showing opportunities.
Golden Handcuffs
Equity compensation that creates financial incentive to remain at a company despite wanting to leave. Large unvested option grants, upcoming vesting milestones, or valuable stock in a pre-IPO company can make it financially painful to leave, effectively "handcuffing" employees to their jobs.
Example: You have $2M in unvested options at a company you want to leave, with $500K vesting in 3 months. The golden handcuffs incentivize you to stay at least until that vesting date rather than forfeit the value.
Growth Equity
Investment in relatively mature, fast-growing companies that are beyond the startup phase but not yet ready for IPO. Growth equity investors typically acquire minority stakes in profitable or near-profitable companies, providing capital for expansion rather than early-stage product development. Common at Series C and later rounds.
H
Holding Period
The length of time you've owned stock, which determines whether gains are taxed as short-term (≤1 year, ordinary income rates) or long-term (>1 year, preferential rates of 0%, 15%, or 20%). For options, holding period begins day after exercise. For ISOs, qualifying disposition requires >2 years from grant AND >1 year from exercise. For QSBS, 5-year holding is required.
Example: You exercised options on June 15, 2024. To qualify for long-term capital gains treatment, you must hold until at least June 16, 2025 (more than one year). Selling on June 15, 2025 (exactly one year) is still short-term.
Hurdle Rate
The minimum return that a private equity or venture capital fund must achieve before managers can collect carried interest (profit share). Common hurdle rates range from 5-8% annual returns. This ensures fund managers only profit when they exceed baseline return expectations.
See also: Carried Interest, Return on Investment (ROI)
I
Incentive Stock Option (ISO)
Stock options with preferential tax treatment if holding period requirements are met (>2 years from grant AND >1 year from exercise). ISOs don't trigger ordinary income tax at exercise (under regular tax system), and all gain can be taxed as long-term capital gains. However, ISOs trigger Alternative Minimum Tax based on spread at exercise. Limited to $100,000 first exercisable value per year and only available to employees.
Example: You exercise ISOs at $5 when FMV is $50, creating $45 spread. No regular tax owed, but $45 spread is AMT adjustment. If you hold >2 years from grant and >1 year from exercise, then sell at $100, entire $95 gain is long-term capital gains (no ordinary income).
Information Rights
Contractual rights for investors to receive company financial statements, budgets, and other information on a regular basis. Major investors typically negotiate for quarterly financials, annual budgets, and prompt notification of material events. Information rights help investors monitor their investment but don't provide governance rights.
Initial Public Offering (IPO)
The first sale of a company's stock to the public, transitioning from private to public company status. IPOs provide liquidity for existing shareholders, raise capital for growth, and establish a public market valuation. The process involves SEC registration, underwriter selection, roadshow, pricing, and listing on an exchange (NYSE, NASDAQ). Average time from founding to IPO is currently 10-12 years.
Example: A late-stage startup valued at $10B in private markets files for IPO. After roadshow and investor demand assessment, underwriters price the offering at $50/share, selling 100M shares to raise $5B in new capital. Existing shareholders face 180-day lockup before selling.
Insider Trading
Trading securities based on material non-public information (MNPI) in breach of fiduciary duty or confidence. Insider trading is illegal and carries civil and criminal penalties including fines and imprisonment. Employees, directors, investors, and anyone with access to MNPI must refrain from trading (or tipping others) until information is publicly disclosed.
Example: You learn your company is being acquired at a 50% premium in two weeks. Trading your shares before the public announcement constitutes insider trading, even if your company hasn't explicitly prohibited it.
L
Late Stage
Companies that have achieved significant scale, typically Series C and beyond, with proven business models, substantial revenue, and path to profitability. Late-stage companies are closer to IPO or acquisition, have higher valuations ($1B+ unicorns common), and offer lower risk but lower potential returns than early-stage investments.
Lead Investor
The primary investor in a funding round who typically contributes the largest amount of capital, negotiates terms with the company, conducts due diligence, and sets the price. Lead investors often receive board seats and special rights. Other investors follow the lead's terms (hence "following" investors).
Example: Sequoia Capital leads a $50M Series B, investing $30M and negotiating all terms. Three other VCs follow with $5-10M each at the same terms Sequoia negotiated.
See also: Term Sheet, Board Seat
Liquidation Event
An event that triggers distribution of company proceeds to shareholders, typically acquisition, merger, IPO, or dissolution. Liquidation events activate liquidation preferences, determining the order and amounts shareholders receive. Understanding liquidation scenarios is critical for valuing common stock relative to preferred stock.
Example: Company is acquired for $300M. Investors have $200M in liquidation preferences. They receive their $200M first, then remaining $100M is distributed pro-rata to all shareholders (including converted preferred), not just common shareholders.
See also: Liquidation Preference, Waterfall Analysis
Liquidation Preference
The amount preferred shareholders are entitled to receive before common shareholders in a liquidation event. Typically 1x invested capital, meaning preferred shareholders get their money back first. Some deals include higher multiples (2x, 3x) or participating preferred (get preference PLUS pro-rata share of remaining proceeds). Liquidation preferences can dramatically reduce common stock value in acquisitions below preferred investors' total investment.
Example: Investors put in $150M for preferred stock with 1x liquidation preference. If company sells for $120M, preferred shareholders get all $120M and common shareholders get $0. If company sells for $200M, preferred gets $150M first, then remaining $50M is split pro-rata among all shareholders.
Lock-up Period (IPO Lock-up)
A contractual restriction preventing insiders and early investors from selling shares for a specified period after IPO, typically 180 days (6 months). Lock-ups prevent market flooding and price collapse immediately post-IPO. After lock-up expiration, significant selling pressure often occurs as insiders gain liquidity.
Example: Your company IPOs on March 1, 2026 at $50/share. You're subject to 180-day lock-up until September 1, 2026. Even if stock rises to $80 in May, you cannot sell until lock-up expires. If stock falls to $40 by September, you're locked in to lower price.
See also: Initial Public Offering (IPO), Rule 144
M
Management Rights
Rights granted to venture capital investors (separate from board seats) that provide access to management and company information. Management rights allow VC firms to meet regulatory requirements for certain tax and pension fund exemptions. These rights typically include ability to consult with management and receive financial information but don't include voting control.
See also: Information Rights, Board Seat
Markdown
When mutual funds or other investors with publicly disclosed holdings reduce the stated value of their private company investments in quarterly reports. Markdowns signal decreased valuation expectations and can indicate company struggles or broader market repricing. Mutual fund markdowns are closely watched as valuation indicators for private unicorns.
Example: Fidelity invested in a company at $20B valuation in 2021. In Q4 2023 report, Fidelity marks down its investment by 40%, implying $12B valuation. This markdown signals potential valuation challenges ahead.
See also: 409A Valuation, Down Round
Material Non-Public Information (MNPI)
Information about a company that is not publicly known but would be important to investors in making investment decisions. Examples include unannounced acquisitions, earnings results, major contracts, or executive departures. Trading on MNPI constitutes insider trading. Employees and investors with access to MNPI must refrain from trading until information is publicly disclosed.
Example: You learn in a company meeting that Q4 revenue missed targets by 40% and layoffs are planned. This is MNPI. Selling your shares before the information is announced publicly (or disclosed to buyers) would be insider trading.
See also: Insider Trading, Blackout Period
Minority Interest
Ownership stake of less than 50% of a company, lacking voting control. Most secondary market investors and employees hold minority interests with limited governance rights. Minority shareholders are generally protected by fiduciary duties, co-sale rights, and protective provisions but cannot unilaterally control company decisions.
N
Non-Qualified Stock Option (NSO / NQSO)
Stock options that don't meet IRS requirements for incentive stock option treatment. NSOs trigger ordinary income tax at exercise on the spread between strike price and fair market value, with employer withholding required. The spread is added to W-2 income, and subsequent gains/losses are capital gains. NSOs can be granted to employees, contractors, directors, and advisors (unlike ISOs which are employee-only).
Example: You exercise NSOs at $5 strike when FMV is $50. You pay $5 per share and owe ordinary income tax on $45 spread (37% federal if high earner = $16.65 tax per share). Your cost basis becomes $50. If you later sell at $100, you owe capital gains tax on $50/share gain (long-term if held >1 year).
No-Shop Clause
A provision in a term sheet or acquisition agreement prohibiting the company from soliciting or negotiating with other potential investors or acquirers for a specified period (typically 30-90 days). No-shop clauses give the lead investor exclusivity to complete due diligence and finalize the deal without competition.
See also: Term Sheet, Exclusivity
O
Option Pool
Shares reserved for future employee stock option grants. Investors typically require companies to create or expand option pools before funding rounds (15-20% of post-money fully diluted shares is common). Since option pools are created pre-money, they dilute founders but not new investors. Proper option pool sizing is a key negotiation point.
Example: Before Series A, investors require a 20% option pool. If company is valued at $10M pre-money with 10M shares outstanding, they create 2.5M new shares for the pool (now 12.5M shares), diluting founders from 100% to 80%. After investors put in $5M for new shares, founders own ~60%, investors ~20%, pool ~20%.
Outstanding Shares
Shares currently issued and held by shareholders, not including unexercised options, warrants, or authorized but unissued shares. Outstanding shares are used to calculate basic earnings per share and basic ownership percentages, but fully diluted shares provide a more complete picture of economic ownership.
Example: A company has 80M shares outstanding (actually issued to shareholders) and 20M unexercised stock options. Outstanding shares = 80M. Fully diluted shares = 100M. Your 1M shares represent 1.25% of outstanding but 1% fully diluted.
See also: Authorized Shares, Fully Diluted Shares
P
Participating Preferred
Preferred stock that receives its liquidation preference PLUS participates pro-rata with common stock in remaining proceeds (effectively getting paid twice). Non-participating preferred chooses between preference or conversion to common. Participating preferred significantly reduces common stock value in acquisitions and is considered investor-friendly/founder-unfriendly.
Example: Investors hold $100M participating preferred with 1x preference. Company sells for $200M. Investors receive $100M preference first, then participate pro-rata (50% ownership) in remaining $100M, receiving another $50M—total $150M of $200M (75%), leaving only $50M for common shareholders.
See also: Liquidation Preference, Preferred Stock
Pay-to-Play Provision
A provision requiring existing investors to participate pro-rata in future funding rounds or face penalties such as conversion of preferred stock to common stock or loss of special rights. Pay-to-play provisions are common in down rounds to ensure existing investors support the company and prevent free-riding.
See also: Pro Rata Rights, Down Round
Post-Money Valuation
The company's valuation immediately AFTER receiving new investment. Post-money = Pre-money + Investment amount. Investor ownership percentage = Investment / Post-money valuation. This is the headline valuation typically reported in press releases.
Example: Company has $20M pre-money valuation. Investor invests $5M. Post-money valuation = $25M. Investor owns $5M / $25M = 20% of company post-investment.
Post-Termination Exercise Period (PTEP)
The time period after leaving a company during which you can exercise vested stock options, typically 90 days. Extended PTEP (up to 10 years) is increasingly common at employee-friendly startups, eliminating the "exercise or forfeit" pressure that forces employees to pay large exercise costs immediately upon leaving.
Example: You leave a company with 100,000 vested options ($500,000 exercise cost). Standard 90-day PTEP forces you to exercise quickly or forfeit. With 10-year PTEP, you can wait until IPO or acquisition to exercise, avoiding upfront cost and risk.
See also: Exercise Price, Vested Shares
Preferred Stock
A class of stock with special rights and preferences over common stock, including liquidation preferences, dividend rights, anti-dilution protection, and sometimes board representation. Venture capital investors receive preferred stock, while founders and employees hold common stock. Preferred stock is senior to common in liquidation but typically converts to common at IPO or acquisition if beneficial.
Example: Series A investors receive 10M shares of Series A Preferred Stock with 1x liquidation preference, anti-dilution protection, and board seat. This gives them priority in liquidation and protection from down rounds that common shareholders lack.
Pre-Money Valuation
The company's valuation immediately BEFORE receiving new investment. Pre-money valuation determines how much equity investors receive: Investor ownership % = Investment / (Pre-money + Investment). Founders prefer higher pre-money valuations as they result in less dilution.
Example: Investor offers $5M at $20M pre-money valuation. Investor receives $5M / ($20M + $5M) = 20% ownership. If negotiation yields $25M pre-money instead, investor gets only $5M / $30M = 16.7%, meaning less dilution for founders.
See also: Post-Money Valuation, Dilution
Private Placement
The sale of securities directly to a limited number of private investors without public offering or SEC registration, typically under Regulation D exemptions. Private placements require investors to be accredited and include transfer restrictions. Most venture capital and secondary market transactions are private placements.
Pro Rata Rights
The right to participate in future funding rounds to maintain ownership percentage and avoid dilution. Major investors negotiate pro-rata rights (sometimes called participation rights or follow-on rights) to preserve their stake. Smaller investors often lack pro-rata rights and get diluted in subsequent rounds.
Example: You own 10% of company. Series B raises $20M, which would dilute you to 7%. With pro-rata rights, you can invest $2M (10% of the round) to maintain your 10% ownership.
See also: Dilution, Follow-On Investment
Protective Provisions
Veto rights granted to preferred shareholders over major company decisions, requiring their approval for actions like selling the company, raising more capital, changing the charter, issuing senior securities, or paying dividends. Protective provisions ensure investors have oversight even without board majority control.
Example: Company wants to raise Series C, but terms include senior liquidation preference that would subordinate Series A investors. Series A protective provisions allow them to veto the transaction unless terms are modified to protect their interests.
See also: Preferred Stock, Voting Rights
Q
Qualified Purchaser
A higher threshold than accredited investor, requiring $5M+ in investments (individuals) or $25M+ (entities). Qualified purchaser status is required for certain hedge funds and private investment vehicles. While accredited investor status qualifies you for most private placements, qualified purchaser opens access to additional investment vehicles.
See also: Accredited Investor
QSBS (Qualified Small Business Stock) - Section 1202
Special tax treatment under IRC Section 1202 allowing exclusion of up to $10 million in capital gains (or 10x cost basis, whichever is greater) from federal tax when selling stock in qualified C-corporations. Requirements: hold >5 years, original issuance, C-corp with <$50M assets at issuance, active business (not passive). QSBS can save millions in taxes but many states (including California) don't conform to federal treatment.
Example: You exercised options in 2020 for $50,000 cost basis when company had $30M in assets. In 2026, you sell for $10,050,000. Entire $10M gain excluded from federal tax (saving ~$2.4M), but California taxes full gain at 13.3% if you're still a resident.
R
Recapitalization (Recap)
Restructuring a company's capital structure, typically involving exchange of one type of security for another or altering debt-to-equity ratios. Recaps can provide founder liquidity, resolve cap table complexity, or facilitate down rounds. Often triggered by financial distress or significant valuation changes.
See also: Cap Table, Down Round
Redemption Rights
Rights allowing investors to require the company to repurchase their shares after a specified period (typically 5-7 years) if no liquidity event has occurred. Redemption rights create pressure for exit but are rarely exercised since most private companies lack cash to repurchase at fair value.
See also: Liquidation Event, Preferred Stock
Registration Rights
Contractual rights requiring the company to register investors' shares with the SEC, enabling them to sell publicly. Demand registration rights allow investors to force IPO registration. Piggyback rights allow investors to include shares in company-initiated registrations. S-3 rights allow smaller registrations for limited sales. Registration rights ensure investor liquidity post-IPO.
See also: Initial Public Offering (IPO), Rule 144
Regulation D
SEC regulation providing exemptions from registration requirements for private securities offerings. Rule 506(b) allows unlimited capital raise from accredited investors without general solicitation. Rule 506(c) allows general solicitation but requires verified accreditation. Most private stock sales occur under Reg D exemptions.
Restricted Stock
Stock granted to employees that vests over time and is subject to forfeiture if vesting conditions aren't met. Unlike RSUs (promises to deliver stock), restricted stock is actual stock ownership from grant date, providing voting rights and potential for Section 83(b) election. More common at early-stage startups where stock value is minimal.
Example: Founder receives 4 million restricted shares vesting over 4 years with 1-year cliff. She files 83(b) election within 30 days, paying tax on $4,000 value (4M × $0.001/share). All future appreciation taxed as capital gains from grant date.
Restricted Stock Unit (RSU)
A promise to deliver stock upon vesting, with no stock ownership until delivery. RSUs are taxed as ordinary income at vesting based on fair market value, with withholding typically satisfied by selling shares. No 83(b) election available for RSUs. Common at late-stage private companies and public companies. Some private companies use double-trigger RSUs (time AND liquidity event) to defer taxation.
Example: You receive 10,000 RSUs that vest 25% annually. After year 1, 2,500 RSUs vest when FMV is $40/share. You owe ordinary income tax on $100,000. Company withholds ~1,000 shares for taxes, delivering 1,500 shares to you.
Return on Investment (ROI)
The gain or loss on an investment relative to the amount invested, expressed as a percentage. ROI = (Ending Value - Beginning Value) / Beginning Value. Venture capital targets 10x+ ROI on winners to compensate for losses on failed investments. Private market investors evaluate ROI relative to risk, holding period, and opportunity cost.
Example: You invested $50,000 in private stock now worth $500,000. ROI = ($500,000 - $50,000) / $50,000 = 900% or 10x. If held 6 years, compound annual growth rate (CAGR) = 47%.
See also: Internal Rate of Return (IRR), Carried Interest
Reverse Vesting
A mechanism where founders receive shares upfront but the company has the right to repurchase unvested shares at cost if the founder leaves before vesting completes. Economically equivalent to forward vesting but structured differently for tax purposes. Reverse vesting ensures founder commitment over multi-year periods.
See also: Vesting Schedule, Founder Shares
Right of First Offer (ROFO)
Right requiring a shareholder to offer shares to the company or existing investors before seeking outside buyers. ROFO holder can accept the price or let the seller find a third-party buyer. Less restrictive than ROFR since ROFO holder must match the offer terms upfront rather than any eventually negotiated price.
Right of First Refusal (ROFR)
Right giving the company (and sometimes existing investors) the option to purchase shares on the same terms as a proposed third-party sale before the sale can occur. ROFR prevents unwanted investors from acquiring shares and allows company to control shareholder base. Most private company stock is subject to ROFR, which can delay or prevent secondary sales.
Example: You find a buyer for your shares at $50/share. You must offer shares to the company first at $50/share. If company declines within 30 days, you can proceed with original buyer. If company accepts, you must sell to company instead at $50/share.
Rule 144
SEC rule governing the resale of restricted and control securities. For affiliates (insiders), Rule 144 imposes volume limitations, holding periods, and filing requirements. For non-affiliates holding restricted stock, 6-month (public companies) or 12-month (private companies reporting) holding period plus current public information satisfies requirements. Rule 144 primarily affects post-IPO sales rather than private transactions.
See also: Lock-up Period, Transfer Restrictions
S
SAFE (Simple Agreement for Future Equity)
An investment instrument created by Y Combinator that converts into equity at a future priced round. Similar to convertible notes but simpler (no interest, no maturity date, no debt). SAFEs include valuation caps and sometimes discounts. Common in seed funding where setting valuation is premature.
See also: Convertible Note, Valuation Cap
Secondary Market
The market for trading existing shares between investors (as opposed to primary market where companies issue new shares). Secondary markets for private stock include platforms like Forge Global, EquityZen, Hiive, and Zanbato. Secondary sales provide liquidity to employees and early investors before IPO but are subject to company approval via ROFR.
Example: An early employee uses EquityZen to sell $200,000 of vested stock to accredited investors, providing liquidity 3 years before the company's IPO. The company exercises ROFR to approve the buyer.
Secondary Sale
The sale of existing shares by current shareholders (founders, employees, early investors) rather than new shares issued by the company. Secondary sales provide liquidity without diluting other shareholders or raising new capital for the company. Often occur via tender offers or secondary market platforms.
See also: Secondary Market, Tender Offer
Section 83(b) Election
A tax election allowing you to pay ordinary income tax on restricted stock at grant (when value is low) rather than at vesting (when value may be much higher). All future appreciation is taxed as capital gains. Must be filed with IRS within 30 days of grant—missing this deadline cannot be undone and can cost hundreds of thousands in extra taxes. Only applies to restricted stock, not RSUs or options.
Example: You receive 100,000 restricted shares worth $0.01/share at grant, vesting over 4 years. Filing 83(b) election means you pay tax on $1,000 now. Without 83(b), you'd pay tax on $50,000 when 25,000 shares vest at $2/share after year 1 (and higher amounts in subsequent years as value increases).
Senior Liquidation Preference
Liquidation preference that ranks ahead of other preferred stock classes. In multi-round financings, later rounds (Series B, C, D) sometimes negotiate seniority, receiving proceeds before earlier rounds. Senior preferences can significantly impact returns for common shareholders and earlier investors.
See also: Liquidation Preference, Waterfall Analysis
Series A / B / C / D Funding
Sequential institutional funding rounds for startups. Series A typically follows seed funding ($2-15M range), establishing product-market fit. Series B ($10-50M) focuses on scaling. Series C+ ($20M-$100M+) fund expansion, acquisitions, or pre-IPO growth. Each series creates a new class of preferred stock with negotiated terms.
Example: A company raises $500K seed, $10M Series A (proving business model), $35M Series B (scaling sales), and $100M Series C (international expansion and pre-IPO preparation). Each round dilutes existing shareholders but increases company value.
Share Class
Different categories of stock with distinct rights, preferences, and restrictions. Common classes include common stock (employees/founders), Series A/B/C preferred stock (investors from different rounds), and sometimes multiple common classes with different voting rights (Class A, Class B).
Shareholder Agreement
Contract among shareholders governing rights and obligations including transfer restrictions, ROFR/ROFO, drag-along rights, co-sale rights, voting agreements, and dispute resolution. Shareholder agreements control how shares can be sold and protect minority shareholders.
Single-Trigger Acceleration
Vesting acceleration that occurs upon a single event, typically change of control (acquisition or IPO). All or a portion of unvested equity immediately vests. Less common than double-trigger acceleration since it can create perverse incentives (employees leaving immediately post-acquisition with full equity).
Example: You have 50% of your options unvested when company is acquired. Single-trigger acceleration means all unvested options immediately vest at acquisition, allowing you to leave with full equity. Acquirer prefers double-trigger to retain talent.
See also: Double-Trigger Acceleration, Vesting Acceleration
SPAC (Special Purpose Acquisition Company)
A "blank check company" that raises money via IPO with the sole purpose of acquiring or merging with a private company, taking it public. SPACs provide alternative to traditional IPO. They were extremely popular in 2020-2021 but faced regulatory scrutiny and declining performance, leading to reduced SPAC activity in 2022-2026.
See also: Initial Public Offering (IPO), Direct Listing
SPV (Special Purpose Vehicle)
A legal entity created for a specific purpose, often to pool multiple investors for a single private company investment. SPVs allow investors with smaller capital to access deals with high minimums and simplify cap table management for companies (one SPV entity instead of dozens of small investors).
Example: EquityZen creates an SPV to invest $2M in a company. Twenty investors contribute $10,000-$250,000 each. The company sees one SPV shareholder on its cap table instead of twenty individuals.
See also: Secondary Market, Cap Table
Spread
The difference between stock's fair market value and option exercise price. For unexercised options, spread represents intrinsic value (pre-tax). For NSOs, spread at exercise is taxed as ordinary income. For ISOs, spread at exercise is AMT adjustment.
Example: You have options with $5 exercise price. Current FMV is $50. Spread = $45/share. This is the value you'd capture by exercising (before taxes).
Strike Price
Another term for exercise price—the price at which stock options can be exercised. Strike price is set at grant and must equal fair market value at grant for ISOs and to avoid Section 409A issues for NSOs.
See also: Exercise Price, 409A Valuation
T
Tender Offer
A company-sponsored program to purchase shares from employees and sometimes early investors, providing liquidity before IPO. Companies run tender offers at predetermined prices (often based on recent 409A or funding round valuations), with limits on total amount and per-person caps. Tender offers are typically oversubscribed (more sellers than capacity).
Example: A late-stage unicorn offers to buy back $100M of employee shares at $75/share (recent 409A value). Employees can sell up to 20% of vested shares. If employees want to sell $200M, the tender offer is prorated 50% (each seller gets to sell half their desired amount).
Term Sheet
A non-binding document outlining the key terms and conditions of an investment, including valuation, investment amount, board composition, liquidation preferences, anti-dilution provisions, and other rights. Term sheets precede definitive agreements and set the framework for negotiation. Founders should carefully review term sheets as they significantly impact economics and control.
Transfer Agent
A firm that maintains shareholder records, issues stock certificates, processes stock transfers, and handles corporate actions like stock splits. For private companies, transfer agents track cap tables and execute secondary sales after company approval. Common private company transfer agents include Carta, Shareworks (formerly Solium), and Computershare.
See also: Cap Table, Transfer Restrictions
Transfer Restrictions
Limitations on the ability to sell or transfer shares, typically including Right of First Refusal (ROFR), lock-up periods, and approval requirements. Most private company stock is heavily restricted—you cannot freely sell without company consent. Transfer restrictions appear in shareholder agreements, option agreements, and subscription documents.
Example: Your stock agreement requires company ROFR on any sale, prohibits transfers for 6 months after exercise, and requires board approval for transfers to non-accredited investors. These restrictions limit your ability to sell freely on secondary markets.
U
Unicorn
A private company valued at $1 billion or more. The term was coined in 2013 when such companies were rare; as of 2026, there are 1,200+ unicorns globally. Decacorns ($10B+) and hectocorns ($100B+) describe even larger private companies. Examples include SpaceX ($175B), Stripe ($65B), and Databricks ($43B).
Unvested Shares
Stock or options that have been granted but not yet earned according to the vesting schedule. Unvested shares are forfeited if you leave the company before vesting. For restricted stock, unvested shares may be subject to company repurchase at cost. Unvested options expire upon termination (you cannot exercise them).
Example: You have 100,000 stock options vesting over 4 years. After 18 months, 37,500 have vested and 62,500 are unvested. If you leave, you keep the 37,500 vested options (can exercise within PTEP) but forfeit all 62,500 unvested options.
Up Round
A financing round at a higher valuation than the previous round, indicating company success and growth. Up rounds benefit all shareholders through increased per-share value, though existing shareholders still experience dilution from new share issuance.
Example: Company raised Series A at $50M valuation and Series B at $200M (4x increase). This up round validates progress and increases per-share value for all existing shareholders, even though their ownership percentages decrease due to new shares issued.
See also: Down Round, Post-Money Valuation
V
Valuation Cap
The maximum valuation at which a convertible note or SAFE converts into equity, protecting early investors from dilution if the company raises at a much higher valuation. If the next round's valuation exceeds the cap, the note/SAFE converts at the cap, giving early investors more equity for their investment.
Example: You invest via SAFE with $10M cap. Company raises Series A at $30M valuation. Your SAFE converts at $10M cap, giving you 3x more equity per dollar invested than Series A investors—rewarding your earlier risk.
See also: Convertible Note, SAFE
Value Creation
The process of increasing company value through revenue growth, margin expansion, market share gains, product development, or operational improvements. Venture capitalists and employees benefit from value creation through equity appreciation. Not all revenue growth creates proportional value if margins deteriorate or capital requirements increase.
See also: Return on Investment (ROI), Post-Money Valuation
Venture Capital (VC)
Investment firms that pool capital from institutions and wealthy individuals to invest in high-growth startups in exchange for equity. VCs provide not just capital but also strategic guidance, connections, and oversight. VCs typically seek 10x returns to compensate for high failure rates and operate on 10-year fund cycles.
Example: Sequoia Capital raises a $1B fund from pension funds and endowments, then invests $5M-50M in 20-30 startups over 3 years. They expect 70% to fail or return <1x, 20% to return 2-5x, and 10% to return 10x+ to generate overall 3-5x fund return.
Vested Shares
Stock or options that you have earned according to the vesting schedule and will keep even if you leave the company. Vested options can be exercised (within post-termination exercise period), and vested restricted stock is yours permanently. Vesting aligns incentives by rewarding tenure and performance.
Example: After 3 years at a company with standard 4-year vesting, 75% of your equity is vested (you keep this if you leave) and 25% is unvested (forfeited if you leave).
Vesting Acceleration
Immediate vesting of some or all unvested equity upon specific triggering events, typically acquisition, termination, or death/disability. Acceleration can be single-trigger (event alone) or double-trigger (event + termination). Acceleration protects employees from losing equity in acquisitions where they're terminated.
Vesting Schedule
The timeline over which equity compensation is earned. Standard vesting is 4 years with 1-year cliff (25% vests after year 1, then monthly for remaining 3 years). Some companies use monthly vesting from day one, while others have longer schedules (5-6 years) or performance-based vesting tied to milestones.
Example: 48,000 options with 4-year vesting, 1-year cliff. Nothing vests for 12 months. On month 12, 12,000 vest (25%). Then 1,000 vest monthly for 36 months. Total vested after 2 years = 24,000 (50%).
Voting Rights
The right to vote on corporate matters including board elections, major transactions, charter amendments, and dissolutions. Common stock typically carries one vote per share. Preferred stock may have separate class voting on specific matters. Founders sometimes retain control through super-voting shares (Class B with 10x votes per share).
Example: Founder holds Class B shares with 10 votes each. Outside investors hold Class A with 1 vote each. Despite owning only 20% of economic value, founder controls 60% of votes, maintaining control of board elections and major decisions.
W
Warrant
A security giving the holder the right to purchase shares at a specified price (exercise price) within a certain time period. Warrants are similar to options but typically issued to investors or lenders as "sweeteners" to make deals more attractive. Unlike options, warrants can be detached and traded separately from the underlying security.
Example: A venture debt lender provides $5M loan plus warrants to purchase 100,000 shares at $10/share. If company later values shares at $50, lender can exercise warrants and capture $40/share gain (400% profit on warrant value) in addition to loan interest.
See also: Exercise Price, Stock Option
Waterfall Analysis
A financial model showing how proceeds from a liquidation event flow to different shareholder classes based on liquidation preferences, participation rights, and seniority. Waterfall analysis is essential for understanding what common shareholders actually receive in different exit scenarios, which is often far less than headline valuation suggests.
Example: Company with $400M in liquidation preferences sells for $500M. Waterfall analysis shows: (1) $400M to preferred shareholders as preferences, (2) remaining $100M split among all shareholders pro-rata. Common shareholders with "10% ownership" might only receive $10M (2% of proceeds) due to preferences.
Learn More:
- How To Buy Unlisted Shares — Step-by-step guide to investing in private companies
- How To Sell Unlisted Shares — Complete guide to liquidating private stock
- Tax Implications Guide — QSBS, ISOs, NSOs, AMT, and tax planning strategies
- Valuation Guide — Understanding 409A, cap tables, and what your shares are worth