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Business Feasibility Study

Angel Investor

Questions to ask Founders

March 12, 20265 min readAziz Saif[email protected]

(Verification of Claims & Risk Items)

1. Traction & Revenue

☐ Provide monthly financial statements for the last 18–24 months.


☐ Cross‑check: Does actual recurring revenue match the headline ARR figure?

☐ Provide breakdown of revenue by line (e.g.):

  • Subscriptions

  • Services/marketplace commissions

  • Product/transaction fees

  • Data / software / licensing

☐ Provide cohort retention analysis (monthly and 12‑month).

  • Verify: Is actual retention close to what is claimed in the deck?

  • Compare: Churn vs relevant industry benchmarks.

☐ Clarify and document:

  • Total number of transactions/units/“servings” delivered to date.

  • Any discrepancy between deck claims and public statements.

☐ Provide current numbers for:

  • Registered users

  • Monthly active users (MAU)

  • Paying/recurring customers (by tier, if relevant)


2. User Economics (LTV, CAC, Payback)

☐ Provide detailed LTV calculation model:

  • Inputs: ARPU, churn rate, gross margin, time horizon.

  • Validate: How is the stated LTV derived?

☐ Provide CAC by acquisition channel:

  • Paid ads

  • Organic

  • Referrals

  • Partnerships

☐ Verify CAC level against typical benchmarks for similar business models.

☐ Verify payback period calculation:

  • Rebuild using actual historical cohorts (not just projections).

  • Confirm if payback period matches claims.


3. Business Model & Operations

☐ Clarify the current core business model:

  • Subscription platform vs. services marketplace vs. product/transaction model vs. hybrid.


  • ☐ Provide revenue % split by business line for the last 12 months.

☐ Provide standard pricing sheets for key offerings (as applicable):

  • Service bundles / bookings

  • One‑off sessions / experiences

  • Subscription tiers

  • Add‑ons / upsells

☐ Provide list of active cities/markets and the operating model in each:

  • Pure software / platform only

  • Hybrid / full‑stack operations

  • Local partners or franchises


4. Partnerships & Margins

☐ Provide copies or LOIs for key partnerships (e.g., retail, logistics, platforms).

  • Verify: Actual commission or revenue‑share rates vs “up to X%” claims.

  • Confirm duration, exclusivity, and volume commitments.

☐ Provide gross margin breakdown by product line:

  • Subscriptions

  • Commissions/fees

  • Services/experiences

  • Physical products (if any)

☐ Provide unit economics per transaction for:

  • A typical service booking

  • A typical product/order

  • An average subscriber over 12 months


5. Growth Projections & Fundraising

☐ Provide the model behind 3–5 year revenue and customer projections.

  • Check assumptions on conversion, churn, pricing, and expansion speed.

☐ Provide detailed use‑of‑funds plan for the current round:

  • Monthly burn forecast

  • Headcount plan

  • Key milestones required for the next round.

☐ Confirm runway calculation:

  • Rebuild cashflow model and verify claimed runway.


6. Team & Track Record

☐ Obtain LinkedIn profiles and CVs of key team members:

  • Founder/CEO

  • CTO / Head of Product

  • CFO / Head of Finance

  • Head of Growth / Marketing

  • Key domain expert (if applicable)

☐ Verify key background claims, such as:

  • Previous roles at major tech/industry companies

  • Prior startups built and exited (acquirer, deal size, founder’s stake)

  • Degrees, accelerators (e.g., YC), notable speaking/awards.

☐ Clarify any leadership changes, title inconsistencies, or gaps between deck and public info.


☐ Request current org chart and hiring plan for the next 18 months.


7. Technology & “AI Moat” (If Applicable)

☐ Request technical overview of the core system:

  • What is proprietary vs. off‑the‑shelf?

  • Technology stack and key dependencies.

☐ Clarify data assets and claims (e.g., “X million data points”):

  • What qualifies as a data point?

  • Volume from real users vs synthetic or third‑party data.

☐ Ask for performance metrics of any personalization/AI systems:

  • Engagement lift vs. non‑personalized baseline

  • A/B test data or internal experiments, where available.


8. Compliance, Safety & Liability

☐ Provide documentation for:

  • Relevant safety protocols and certifications (industry‑specific).

  • Insurance coverage (professional liability, product liability, in‑home/field services).

☐ Provide vetting and onboarding process for service providers/partners:

  • Background checks

  • Training and quality control

  • Performance monitoring / rating systems

☐ Provide compliance overview for each geography:

  • Regulatory requirements

  • Licenses and permits

  • Any known or pending issues.


9. Competitive Positioning

☐ Provide a written competitor map:

  • Direct competitors (similar products/services/market)

  • Indirect alternatives (adjacent categories, substitute solutions).

☐ Request evidence of differentiation:

  • Why customers choose this product over alternatives.

  • Actual switching data, win‑loss analysis, or customer surveys (not just narrative).

☐ Clarify go‑to‑market approach vs competitors:

  • Channels, positioning, pricing.


10. Legal & Cap Table

☐ Request:

  • Current fully diluted cap table

  • Details of all previous rounds (valuation, terms, major investors).

☐ Obtain the exact investment document to be signed (e.g., SAFE/SPA):

  • Confirm valuation cap, discounts, pro‑rata rights, information rights, MFN, etc.

☐ Confirm any outstanding obligations:

  • ESOP pool size and grants

  • Convertible notes, warrants, side letters

  • Existing investor rights that may affect new investors.


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