Entrepreneurial Finance Glossary

Key terms and concepts for understanding startup finance, investment, and intellectual property

Financial Models and Assessment Framework

Financial Model Ratio Key Questions Assessment Criterion
Investment Model Assets/Equity How much capital is needed? What's the ownership structure? What returns are expected? Return
Revenue Model Income/Assets What drives revenue? How large is the market? Can this scale? Opportunity, Scalability
Cost Model Profit/Income What's the margin structure? Can you achieve unit economics at scale? Scalability, Execution
Cash Model Cash/Profit Can you manage working capital? When do you run out of cash? Execution
Cash Return on Equity (CROE): (Cash/Profit) × (Profit/Income) × (Income/Assets) × (Assets/Equity)
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Investment Model

Return

Burn Rate

Rate at which company spends cash reserves, measured monthly.

Why it matters: Determines runway. £600K in bank with £50K/month burn = 12 months runway.

Cap Table

Spreadsheet showing who owns what % and how ownership changes with funding.

Why it matters: Tracks dilution. Raising £1M at £4M pre-money = investors get 20%, founders dilute to 80%.

Dilution

Reduction in existing shareholders' ownership when new shares are issued.

Why it matters: Trade-off between capital and control. More funding = more dilution but potentially bigger pie.

Pre-Money Valuation

Company valuation before receiving new investment.

Why it matters: Negotiated with investors. Higher pre-money = less dilution at same investment amount.

Runway

How long company can operate before running out of cash. Runway = Cash ÷ Monthly burn.

Why it matters: Critical survival metric. Aim for 18-24 months after raising to reach next milestone.
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Revenue Model

Opportunity, Scalability

Annual Recurring Revenue (ARR)

The value of recurring subscription revenue normalized to a one-year period.

Why it matters: Key SaaS metric. Predictable revenue is valued higher than transactional revenue.

Churn Rate

The percentage of customers who cancel in a given period. Monthly churn of 3% = 36% annual churn.

Why it matters: Growth killer. Aim for <5% monthly churn in SaaS.

Net Revenue Retention (NRR)

Revenue from a cohort one year later as % of starting revenue. NRR = (Starting + Expansion - Churn) ÷ Starting.

Why it matters: Best SaaS metric. NRR >100% means you grow without new customers. Top companies achieve 110-130%.

Product-Market Fit

The point where your product satisfies strong market demand.

Why it matters: Don't scale before achieving it. Scaling without PMF = burning money on churning customers.

Unit Economics

The revenue and costs for a single 'unit' (customer, transaction, ride, etc.).

Why it matters: Fundamental building block. If each unit is unprofitable, scaling multiplies losses.
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Cost Model

Scalability, Execution

Customer Acquisition Cost (CAC)

Total sales/marketing expenses ÷ new customers acquired.

Why it matters: Critical profitability driver. Must be significantly lower than LTV (aim for LTV:CAC of 3:1+).

Contribution Margin

Revenue - Variable Costs, as %. Shows profitability per additional unit sold.

Why it matters: 70%+ excellent, 40-50% okay, <30% concerning. Higher margin = more to cover fixed costs.

Gross Margin

% of revenue after subtracting COGS. Gross Margin = (Revenue - COGS) ÷ Revenue × 100.

Why it matters: Fundamental metric. SaaS: 75-85%. E-commerce: 30-50%. Services: 40-60%.

Lifetime Value (LTV)

Total gross profit from a customer over their relationship. LTV = Avg Revenue × Gross Margin % × Lifespan.

Why it matters: Must exceed CAC by 3x+. If LTV = £3,000 and CAC = £1,200, LTV:CAC = 2.5x (acceptable but not great).

Operating Leverage

Degree to which profit grows faster than revenue due to fixed costs spread over more units.

Why it matters: Software has high leverage (marginal costs near zero). Services have low leverage (labor scales with customers).
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Cash Model

Execution

Cash Conversion Cycle (CCC)

Days between paying suppliers and receiving cash from customers. CCC = DIO + DSO - DPO.

Why it matters: Negative CCC = customers pay before you pay suppliers (Amazon model). Critical for scaling.

Days Sales Outstanding (DSO)

Average days to collect payment after a sale. DSO = (AR ÷ Revenue) × 365.

Why it matters: Lower = better cash flow. B2C immediate, B2B 30-60 days, Enterprise 90+ days.

Free Cash Flow (FCF)

Cash generated by operations minus capital expenditures. FCF = Operating Cash Flow - Capex.

Why it matters: The ultimate metric. Positive FCF = self-sustaining. Can grow or return capital without external funding.

Working Capital

Current Assets - Current Liabilities. Money tied up in day-to-day operations.

Why it matters: Growing businesses often need MORE working capital as they scale. This consumes cash even if profitable.

Working Capital Intensity

Working capital required as % of revenue.

Why it matters: High-intensity businesses need more capital to grow. Doubling revenue may require doubling working capital investment.
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Term Sheet & Investment Terms

Fundraising

Anti-Dilution Protection

Protection if company raises at lower valuation (down round). Full Ratchet = repriced to new valuation. Weighted Average = repricing weighted by amount raised.

Why it matters: Protects investors but extra dilutes founders. Full Ratchet very founder-unfriendly. Weighted Average more common and fair.

Common Stock

Basic ownership shares in a company. Founders and employees typically hold common stock. Common shareholders are last in line during liquidation.

Why it matters: This is what founders start with (100% common stock). When investors arrive with preferred stock, common stock becomes subordinate—gets paid last in an exit.

Convertible Note

A short-term debt instrument that converts into equity at a future financing round. Key terms: principal, interest rate (2-8%), maturity date (12-24 months), conversion discount (10-25%), valuation cap.

Why it matters: Popular for seed/pre-seed funding because it delays valuation negotiation. Converts at next round's valuation with a discount.

Convertible Preferred Stock

Preferred stock that can be converted into common stock at a specified ratio (e.g. 1:1). Conversion usually happens automatically upon IPO or at investor's option.

Why it matters: Gives investors flexibility. In modest exit, keep preferred status. In large exit (IPO), convert to common for full upside.

Down Round

Financing round at lower valuation than previous round. Occurs when company misses targets or market worsens.

Why it matters: Highly dilutive for founders/early investors. Triggers anti-dilution. Signals distress. Avoid if possible.

Drag-Along Rights

Gives majority shareholders (investors) right to force minority (founders) to join in sale of company.

Why it matters: Prevents founder from blocking a sale most shareholders want. Limits founder control over exit.

Liquidation Preference

Amount investors get paid before common shareholders in exit. '1x' = get money back first. '2x' = get 2x investment back first. Participating = get preference PLUS share remaining proceeds.

Why it matters: Critically affects founder returns. In modest exits, investors can take most/all proceeds. 1x non-participating is founder-friendly.

Participating Preferred Stock

Convertible preferred that "participates" in distributions: investors receive liquidation preference AND participate with common shareholders in remaining proceeds.

Why it matters: Extremely investor-friendly, reduces founder returns in all but very large exits. Founders should negotiate for non-participating preferred.

Pay-to-Play

Existing investors must invest pro-rata in future rounds or lose certain rights (anti-dilution, preferred status).

Why it matters: Protects company from 'free riders' who keep preferential terms without supporting in difficult times. Common in down rounds.

Preferred Stock

A class of shares with special rights over common stock: liquidation preference, voting rights, board seats, anti-dilution protection, and often conversion rights.

Why it matters: Creates two-tier ownership. Investors get downside protection (liquidation preference). Exit proceeds calculated separately for preferred vs. common.

Pro-Rata Rights

Investor's right to invest in future rounds to maintain ownership %. If own 20%, can invest 20% of next round.

Why it matters: Valuable for investors (double down on winners). Can constrain fundraising if too many have these rights.

SAFE (Simple Agreement for Future Equity)

Neither debt nor equity—a contract for future equity. Created by Y Combinator. No interest, no maturity date, no repayment. Key terms: investment amount, valuation cap, discount (10-20%).

Why it matters: Increasingly popular for early-stage funding. Simpler, cheaper, more founder-friendly than notes. Post-money SAFEs are more dilutive.

Stock Options

The right to purchase shares at a fixed "strike price" within a specific time period. Granted to employees/advisors. Typically vest over 4 years with 1-year cliff.

Why it matters: How startups compete for talent without cash. Options dilute founders and investors when exercised. Option pool (10-20%) typically created pre-money.

Vesting

Process by which founders/employees earn equity over time. Typically 4 years with 1-year cliff.

Why it matters: Protects company if founder leaves early. If leave before cliff, get nothing. Standard for employees, often imposed on founders at first funding.

Voting Rights

Which decisions require investor approval. 'Protective provisions' give veto over major decisions.

Why it matters: Limits founder autonomy but protects investor downside. Watch for overly broad provisions requiring approval for routine decisions.
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Intellectual Property Terms

IP Strategy

Patent

Government-granted monopoly (typically 20 years) to exclude others from making, using, or selling an invention. Must be novel, non-obvious, and useful.

Why it matters: Critical for hardware/biotech. Expensive (£30K-100K+ to file). Provides competitive moat but requires enforcement.

Trademark

Protection for brand names, logos, slogans. Rights established through use, but registration provides stronger protection.

Why it matters: Protects brand identity. Relatively inexpensive (£200-300 to register). Essential for consumer brands.

Copyright

Automatic protection for original creative works (software code, written content, designs). Lasts 70 years after author's death.

Why it matters: Protects expression, not ideas. In software: protects code but not functionality. Important for content/media businesses.

Trade Secret

Confidential business information providing competitive advantage (formulas, processes, customer lists, algorithms).

Why it matters: No time limit if maintained. Cheaper than patents but vulnerable to reverse engineering/leaks. Requires robust NDAs.

Non-Disclosure Agreement (NDA)

Legal contract preventing parties from sharing confidential information. Mutual = both sides protected. One-way = only one side.

Why it matters: Essential before sharing IP with partners/investors. BUT: Most VCs won't sign NDAs. Business models aren't protectable—execution matters more.

IP Assignment

Legal transfer of IP ownership. Employee/contractor agreements should include IP assignment to company.

Why it matters: CRITICAL: Without assignment, creators own IP. 'Work for hire' doesn't cover everything. Ensure all sign before creating IP.

Freedom to Operate (FTO)

Analysis of whether your product/service infringes others' IP rights (especially patents).

Why it matters: Important before product launch. Patent infringement can result in injunctions/damages. FTO search costs £5K-20K+.

Licensing

Granting permission to use your IP. Exclusive = only licensee can use. Non-exclusive = multiple licensees. Territory and field restrictions common.

Why it matters: Revenue model for some ventures. Key terms: royalty rate, minimum guarantees, sublicensing rights, improvements ownership.

Open Source

Software license allowing free use, modification, distribution. Permissive (MIT, Apache) vs. Copyleft (GPL—derivatives must be open).

Why it matters: Strategic choice. Can accelerate adoption but limits monetization. GPL can 'infect' proprietary code if not careful.

Prior Art

Existing public knowledge that can invalidate a patent claim. Includes publications, products, public use.

Why it matters: Used to defend against patent claims. Thorough prior art search important before filing. 'Defensive publication' = deliberately creating prior art.