28 Questions VCs Ask Founders Before Investing

28 Questions VCs Ask Founders Before Investing

This article is broken down into the following Sections

  • Introduction
  • Executive Summary
  • VCs Filter Startups in a Structured Funnel
  • 28 Key Questions VCs Ask Founders
  • Red Flags That Kill Deals
  • Understanding VC Biases That Can Affect VC Decisions
  • Key Takeaways


Introduction

Venture Capitalists (VCs) evaluate hundreds of startups each year.

Their goal? Filter high-potential investments fast.

With limited time, VCs use structured questioning to assess:

?? Market opportunity – Is this startup solving a real, big problem?

?? Founder capability – Can this team execute and scale?

?? Business fundamentals – Is this a financially sound, high-growth business?

This article breaks down the 28 critical questions VCs ask, the red flags that kill deals, and how founders can prepare.


Source: VC Factory

Executive Summary

Venture Capitalists (VCs) evaluate hundreds of startups each year, using a structured process to identify high-growth opportunities.

This article outlines the 28 essential questions VCs ask founders before investing, covering key areas like market validation, business model, competition, team strength, traction, and fundraising strategy.

Beyond the questions, we explore red flags that can derail a deal and common biases that influence investor decisions.

By understanding what VCs look for, founders can prepare stronger pitches, avoid common pitfalls, and improve their fundraising success.


VCs Filter Startups in a Structured Funnel

VCs operate in a high-velocity environment where time is their most valuable resource.

The 3-Stage VC Funnel

1?? Initial Filter (3 mins) – Quick scan: Does this fit our thesis?

2?? Shallow Dive (30 mins) – First meeting: Is this worth deeper due diligence?

3?? Deep Dive (Weeks) – Full analysis before making an investment decision.

At every stage, VCs ask targeted due diligence questions to qualify opportunities.


Source: VC Factory

28 Key Questions VCs Ask Founders

Market & Problem Validation

VCs need to know if the startup is solving a real, urgent, and scalable problem.

  1. What problem are you solving?
  2. How big is your target market? (Is it a multi-billion-dollar opportunity?)
  3. Who are your customers, and what is their pain point?
  4. What’s your value proposition? (How are you different/better than competitors?)
  5. How do you validate demand? (Early adopters, LOIs, customer feedback, etc.)

Business Model & Revenue Strategy

No matter how great the idea, if it can’t make money, it’s not a venture-backable business.

  1. How do you make money? (Pricing model, revenue streams, monetization strategy)
  2. What are your unit economics? (CAC, LTV, gross margins, etc.)
  3. How do you acquire customers? (Sales strategy, channels, conversion rates)
  4. What are your key metrics? (MRR, ARR, user growth, retention, etc.)
  5. What will your revenue be in 2 years? (Checks if projections are realistic)

Competition & Differentiation

If there’s no competition, that’s a red flag—either the market isn’t real or the founder lacks awareness.

  1. Who are your competitors? (Direct & indirect)
  2. Why hasn’t this been solved before? (Market timing, tech advancement, etc.)
  3. What’s your competitive advantage? (Tech, brand, IP, network effects?)
  4. How do you protect against competitors? (Moat, patents, switching costs)

Team & Execution Ability

VCs bet on founders, not just ideas. They look for resilience, vision, and execution capability.

  1. Who are the founders, and what’s their background?
  2. Why are YOU the right team to solve this problem?
  3. How do you divide responsibilities among co-founders?
  4. Have you worked together before? (Checks for team dynamics & stability)
  5. How do you hire and retain top talent?

Traction & Growth Potential

VCs love momentum—growth signals validation.

  1. What traction do you have so far? (Revenue, customers, partnerships, etc.)
  2. What’s your biggest success to date?
  3. What’s your next major milestone?
  4. What obstacles could slow down your growth? (Tech, market, hiring challenges)

Fundraising & Use of Capital

How much capital do you need, and how will you use it?

  1. How much are you raising? (Checks if ask aligns with their fund size)
  2. How will you use the funds? (Team, product, marketing, etc.)
  3. Who else is investing? (VCs want social proof from other investors)
  4. What’s your exit strategy? (IPO, acquisition, secondary market)


Source: VC Factory

Red Flags That Kill Deals

VCs are trained to spot early warning signs. Here’s what raises doubts:

??Weak Founder Motivation – If founders aren’t obsessed with the problem, VCs walk away.

?? Lack of Market Understanding – Incomplete answers about TAM, competition, or customers.

?? No Traction or Validation – VCs need proof of demand, not just ideas.

?? Co-Founder Conflicts – Internal disputes signal risk.

??Unrealistic Fundraising Plans – Asking for too much or vague use of funds.

?? No Clear Exit Path – Investors need a return.


Understanding VC Biases

Even the best VCs make mistakes due to cognitive biases:

?? Pattern Matching – Preferring founders who “look like” past successes.

?? FOMO (Fear of Missing Out) – Overhyping certain startups.

?? Over-Reliance on Metrics – Ignoring long-term vision in favor of short-term data.

Top-tier VCs challenge their own assumptions and go beyond surface-level assessments.


Key Takeaways

?? VCs follow a structured evaluation process—initial filtering, first meeting, and deep due diligence.

?? 28 critical questions help VCs assess market size, competition, revenue model, traction, and founder fit.

?? Red flags like lack of market understanding, no traction, and unrealistic fundraising expectations can kill a deal.

??VC biases impact decisions—pattern matching, FOMO, and over-reliance on short-term metrics.

?? Preparation is key—founders who understand these questions and frame compelling answers have a much higher chance of securing investment.

Master these questions, and you'll increase your chances of securing funding!



Phillip J Mostert ????

Lead with purpose. Scale with vision. Build wealth that matters. | VP, Fio Capital Family Office | Senator, G20 WBAF | Author of ‘The Movement Code’

2 周

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