Day 6
Closing the deal
March 16
15 min to watch

At Web Summit 2022, Imaguru recorded an insightful discussion with Brian, a seasoned VC investor and serial founder with extensive experience. We challenged him to break down the importance of financial modeling and planning for founders, highlighting key strategies to build a solid financial plan that attracts investors and ensures sustainable growth.

Zach Finkelstein addresses the question on how to get founders thinking about exit strategy at an early stage and emphasizes the importance of founders considering their exit strategy early in their startup journey. By aligning business models, partnerships, and financial planning with long-term liquidity goals, founders increase their attractiveness to investors and potential acquirers.


Creating realistic financial projections for a startup can be challenging—especially when your product is still in development and the market size remains undefined. However, building a financial model is crucial for two reasons:

1️⃣ Investors expect it—they need to assess your vision, business logic, and potential scalability.
2️⃣ You need it—as an entrepreneur, financial modeling helps test if your idea is sustainable and profitable.

Why Financial Projections Matter

Investors evaluate startups by analyzing the logic behind their financial assumptions, market potential, and revenue model. More than the raw numbers, they want to see how founders think, plan for growth, and create value.
At the end of the day, your business sells real value—if customers recognize and pay for it, your startup will thrive. But financial modeling isn’t just about projections; it’s about ensuring your business makes sense and can cover its costs while scaling profitably.

General Guidelines for Startup Financial Modeling

1️⃣ Financial Projections Must Align with a Rational Strategy
  • Avoid unrealistic targets like selling more than your total addressable market (TAM) in the first year.
  • Investors are skeptical, so credible yet ambitious projections build trust.
  • A three-year financial projection is standard—longer forecasts often lose accuracy.

2️⃣ Show Aggressive Yet Realistic Sales Projections
  • Investors expect high growth, often 2x year-over-year revenue increases.
  • However, some industries (e.g., biotech, deep tech) may have longer validation phases, which should be justified in your roadmap.
  • Clear explanations for slow initial growth (e.g., clinical trials, regulatory approvals) are necessary.

3️⃣ Aim for Market Size & Returns that Attract Investors
  • Investors typically look for startups targeting $20M–$100M in revenue within five years.
  • Your projections should be appealing enough to keep investors engaged.

4️⃣ Ensure Market Share Assumptions Match Your Value Proposition
  • A disruptive startup might aim for a 5% market share after three years.
  • On the flip side, if your total market size is small, investors may see limited growth potential.

5️⃣ Benchmark Industry Ratios & Validate Assumptions
  • Compare key financial ratios (gross margin, LTV/CAC, customer retention) against industry standards.
  • If your margins are much lower than competitors, it may signal founder inexperience.

6️⃣ Always Include a Cash Buffer in Funding Requests
  • Plan for 10–20% contingency to handle unexpected costs.
  • Be clear on how much equity you're willing to trade for investment.

Structuring Your Financial Model

A startup’s financial model should be simple yet insightful. Your numbers should tell a story and support your growth strategy.

1️⃣ Revenue Model: Where Does the Money Come From?
  • Define revenue streams—subscriptions, one-time sales, freemium models, etc.
  • Project sales growth—based on traction, customer behavior, and expansion plans.
  • Estimate pricing—benchmark against competitors, validate with early users.
💡 Reminder: If your startup has no traction yet, use industry benchmarks or proxy competitors to model realistic revenue assumptions.

2️⃣ Cost of Goods Sold (COGS)
  • Includes direct costs (raw materials, manufacturing, payment processing fees).
  • Gross margin = Revenue - COGS—it should align with industry benchmarks.

3️⃣ Operating Expenses (OPEX)
  • Marketing & Sales—Customer Acquisition Cost (CAC), ad spend, partnerships.
  • Technology & R&D—Software development, infrastructure costs.
  • General & Administrative—Office rent, legal fees, accounting.
💡 Tip: Marketing expenses usually range from 5%–20% of sales, but early-stage startups may have higher initial costs before scaling efficiently.

4️⃣ Human Resources & Hiring Plan
  • What critical roles are needed now vs. later?
  • Link team growth with scalability—e.g., sales reps per X customers.
  • Don’t forget to include taxes, bonuses, and benefits.

Cash Flow: The Lifeblood of Your Business
💡 Why Cash Flow Matters: Even a profitable startup can fail if it runs out of cash.

Key Strategies to Maintain Positive Cash Flow
1️⃣ Plan for at least 6 months of runway at all times.
2️⃣ Calculate break-even point and prioritize reaching it.
3️⃣ Monitor CAC vs. LTV—ensure customer acquisition costs don’t outweigh customer lifetime value.
4️⃣ Forecast accurately—understand payment cycles, supplier terms, and revenue delays.
5️⃣ Optimize billing cycles—if you pay suppliers monthly but receive customer payments annually, cash flow can be an issue.

Why Founders Must Focus on Financial Models

Building a realistic and investor-ready financial model helps you:
Forecast revenue and cash flow.
Validate assumptions and test business feasibility.
Attract investors with clear, data-backed projections.
Understand unit economics (LTV/CAC, ARPC, churn rate).
Identify missing elements in your business strategy.

📊 Investor Expectations:
  • VCs and angels analyze financial models before investing.
  • Your burn rate should match your funding strategy.
  • A startup should be able to defend every financial assumption logically.

How to Avoid Negative Cash Flow
🚨 If cash flow is negative, your startup risks running out of money before scaling.

Key Fixes:
✅ Start with sufficient funding for your industry’s average time-to-profit.
✅ Identify and reach break-even as early as possible.
✅ Regularly analyze cash flow trends—adjust spending if necessary.
✅ Plan ahead for cost increases—salaries, marketing, infrastructure.
Structure payment terms to avoid cash flow mismatches.
✅ Reduce unnecessary expenses without cutting growth drivers.

Financial Statements Every Startup Needs
📌 Balance Sheet – Snapshot of company assets, liabilities, and equity.
📌 Income Statement (P&L) – Revenue, expenses, and profitability over time.
📌 Cash Flow Statement – Tracks money moving in/out of the business.
📌 Cap Table – Shows ownership structure and equity distribution.
Even early-stage startups must have these documents ready for investors.

Final Thoughts: Financial Planning is an Ongoing Process
📊 Your financial model isn’t static—it evolves as your startup grows.
💰 Investors fund scalability, not survival.
📈 Optimized unit economics drive long-term profitability.
🔄 Regularly test and refine assumptions to stay investor-ready.

🚀 Time to build your financial plan—your startup’s future depends on it!
20 min to read
20 min to learn

The Importance of Having a Clear Cap Table

A cap table (capitalization table) is a critical financial document that outlines who owns what in your company. It details equity ownership, stock options, convertible notes, SAFE agreements, and dilution over time.

A clear and well-structured cap table is essential for founders, investors, and key stakeholders because it:
Clarifies ownership – Avoids disputes and misunderstandings among founders and investors.
Supports fundraising – Investors want transparency on ownership stakes before making an investment decision.
Prevents costly mistakes – Poorly managed equity structures can lead to unnecessary dilution or legal issues.
Simplifies decision-making – Knowing how future funding rounds will impact ownership helps in long-term planning.
Ensures compliance – Proper documentation of share ownership helps prevent tax and regulatory problems.

What Does It Mean to Have a Clear Cap Table?
Having a clear cap table means:
🔹 Up-to-date data – It accurately reflects current shareholders, stock options, convertible instruments, and dilution scenarios.
🔹 Well-documented ownership structure – Clearly shows the percentage of ownership for each founder, investor, and employee.
🔹 Scenario modeling for future rounds – Helps founders understand how new investments will impact dilution.
🔹 Accessible and easy to interpret – Designed for quick decision-making, without complex spreadsheets or unclear records.

Without a clean and structured cap table, you risk equity disputes, legal issues, and confusion when raising funds or issuing stock options.

CARTA: A Powerful Tool for Managing Your Cap Table

Carta is one of the most trusted and widely used platforms for cap table management, equity tracking, and compliance.

Why Use Carta?
💡 Automated Cap Table Management – Eliminates the hassle of tracking equity manually with spreadsheets.
💡 Scenario Modeling – Allows startups to simulate future fundraising rounds and analyze dilution impact before making decisions.
💡 Investor & Employee Transparency – Employees can track their stock options, and investors can access clear ownership breakdowns.
💡 Compliance & Tax Readiness – Ensures proper documentation of 409A valuations, stock issuances, and tax filings.
💡 Fundraising Efficiency – Many VCs and investors trust Carta-powered cap tables, making the fundraising process smoother.
For startups, Carta provides an all-in-one solution to keep equity structured, transparent, and ready for investor scrutiny.

🚀 If you’re serious about scaling your startup, having a well-organized cap table with tools like Carta is a must.

How to Build a Cap Table on Carta

Carta is one of the most widely used platforms for managing cap tables, tracking equity, and ensuring compliance. Here’s a step-by-step guide on how to set up your cap table in Carta:

Step 1: Sign Up & Set Up Your Company Profile
1️⃣ Create an account on Carta’s website and select the appropriate plan for your startup.
2️⃣ Input company details, including:
  • Legal entity name
  • Incorporation details
  • Jurisdiction
  • Founder and key executive information

Step 2: Enter Existing Shareholders & Equity Details
1️⃣ Add founders' equity: Input initial founder shares, including ownership percentages, share classes, and vesting schedules.
2️⃣ Include investor details: Enter any existing SAFE notes, convertible notes, and investor shares from past funding rounds.
3️⃣ Add employee stock options (if applicable): Set up an equity incentive plan to manage employee stock options, RSUs, or ESOPs.

Step 3: Add Convertible Instruments (SAFEs, Convertible Notes)
1️⃣ Go to the Convertibles Tab and enter details for:
  • SAFE Agreements (Valuation Cap, Discount, and Investment Amount)
  • Convertible Notes (Interest Rate, Conversion Terms)
2️⃣ Carta will automatically calculate dilution when these convert into equity.

Step 4: Create an Option Pool & Track Vesting Schedules
1️⃣ If you’re offering equity to employees, create an Option Pool (usually 10-20% of total equity).
2️⃣ Define vesting schedules (e.g., 4-year vesting with a 1-year cliff).
3️⃣ Assign stock options to employees and track their vesting progress.

Step 5: Input Future Financing Rounds (Scenario Modeling)
1️⃣ Simulate different fundraising scenarios to see how dilution will affect ownership.
2️⃣ Adjust variables such as:
  • New investor shares issued
  • Post-money valuation
  • Ownership dilution impact on founders and employees

Step 6: Share & Manage Access
1️⃣ Give controlled access to investors, employees, and legal teams.
2️⃣ Carta provides real-time cap table visibility, making it easier for investors to track ownership.

Step 7: Keep Your Cap Table Updated
✔ Regularly update new investments, equity grants, stock issuances, and secondary transactions.
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