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March 13, 2025

Fundraising Red Flags: How to Spot a Wrong Investor Before It’s Too Late

by
Oluwadamilare Akinpelu

Raising capital is a big deal—until you realize you’ve just signed up for a business partner from hell. Not all investors are created equal, and the wrong one can drain your energy, derail your vision, and make you regret ever sending that pitch deck. Too many founders fall into the “money is money” trap, only to find out that bad capital is worse than no capital at all.

So, how do you avoid the nightmare scenario? It starts with knowing the warning signs before you shake hands (or sign anything). Here’s what to watch out for.

Warning Signs of a Wrong Investor

  • Lack of Experience in Your Industry

An investor may have capital, but if they don’t understand your industry, they can give bad advice, push for the wrong milestones, or fail to provide meaningful support. A good investor brings more than money—they bring expertise, networks, and strategic value.

A red flag is an investor who has never backed companies in your sector but claims to understand the space. A green flag is an investor who has invested in similar businesses and understands the market dynamics.

  • Unrealistic Expectations on Returns

Every investor wants a return, but some push for short-term gains at the expense of long-term growth. If an investor is fixated on a fast exit with aggressive revenue expectations that don’t align with your business model, that’s a problem.

A red flag is an investor demanding exponential growth within an unrealistic timeframe. A green flag is an investor who understands your scaling timeline and will support sustainable growth.

  • Excessive Control and Overreach

A good investor trusts the founding team to run the business. Some investors, however, demand too much control, from board seats to hiring decisions, making it hard for founders to execute their vision.

A red flag is an investor who insists on controlling day-to-day operations or having a veto over key decisions. A green flag is an investor who offers guidance but lets the founders lead.

  • Vague or Unstructured Investment Terms

If an investor is unwilling to put terms in writing or avoids direct conversations about valuation, equity, or ownership rights, this is a major warning sign. Clear investment agreements protect both parties.

A red flag is an investor who avoids specifics and says, “We’ll figure out the details later.” A green flag is an investor who presents clearly defined terms with transparency from day one.

  • Reputation and Ethical Concerns

Always do your due diligence on investors just as they do on startups. Some investors have a history of unfair practices, suing founders, or pushing companies into distress sales.

A red flag is multiple founders warning you about an investor’s predatory behaviour. A green flag is an investor with a solid track record of supporting founders through challenges.

How to Avoid Falling Victim to Wrong Investors

Many founders fall into bad deals because they pitch to the wrong investors in the first place. In a rush to secure funding, they send out mass emails, take calls with anyone who responds, and end up negotiating with investors who don’t align with their vision or values. Without a targeted approach, founders risk wasting months on dead-end conversations or, worse, getting locked into a deal that hinders growth.

This is where Pitchwise’s ‘Find an Investor’ feature can make all the difference.

Instead of blindly reaching out to hundreds of investors, Pitchwise connects founders with the right ones—active investors who are aligned with the startup’s sector, stage, and funding needs.

  • Investor Filtering: Search by industry, funding stage, geography, and investment thesis.
  • Data-Driven Insights: See which investors are actively investing and how they engage with startups.
  • Warm Introductions: Avoid cold outreach by targeting investors genuinely interested in businesses like yours.

By using Pitchwise’s smart matching, founders reduce the risk of engaging with the wrong investors and focus on those who bring real value beyond capital.

So instead of taking a spray-and-pray approach to fundraising, using platforms like Pitchwise ensures that founders connect with investors who share their vision and will help them build for the long term.

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