18 reasons VCs to say no to founders

By Jared Silvia · · 5 min read

These red flags are the most common reasons I've seen investors say no to a founder. But there is hope if you take action.

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VCs have to be ruthless in their investment decisions. Very few startups will have the right mix of market, team, tech, and strategy to scale and exit at the valuations a VC needs to generate a return for their limited partners (LPs).

The Deep Tech Dirt VC Red Flag Assessment asks 18 yes-or-no questions to help you quickly figure out if you might be a good fit for venture capital. But why did we pick these 18? In earlier drafts, I listed several more red flags. But based on my experience, Virginia's experience, and feedback from other founders, we settled on 18.

A big note: This is geared toward deep tech startups at the Seed stage. You may find contradictory advice in the software space.

Here they are, organized by the category they address. Red flags are typically deal breakers; yellow flags need to be addressed with a credible plan:

Team & Commitment (5)

Part-time founders — RED

Investors rarely fund teams with competing commitments; divided attention is one of the most cited reasons investors pass. If you and your team can't demonstrate a strong commitment, investors will walk away.

Thin technical expertise — YELLOW

In deep tech, investors are underwriting the team's ability to solve hard technical problems; under 5 years of relevant depth introduces risk. Have you and the team seen enough problems to solve them when they show up in your startup?

Limited operating experience — YELLOW

Without 5+ years in decision-making roles, investors worry about company-building (hiring, selling, managing) rather than the science. Investors will often ask, "Who's leading sales and marketing?" to find out who on the team can close deals.

Short personal runway — YELLOW

Founders who can't stay committed 12+ months create a timing risk for the company mid-raise or mid-pivot. Investors check this quietly with subtle (or not-so-subtle) questions. They don't want the team to fall apart if the next fundraising round is delayed by 3-6 months.

Limited sector immersion — YELLOW

Five-plus years inside the sector is how founders spot the non-obvious wedge and avoid known dead ends; without it, expect skeptical "why you?" questions. Not a deal breaker, but a cause for concern, especially if advisors aren't in place and customer discovery is lacking.

Market & Value Proposition (4)

Sub-$1B market — RED

VCs need outcomes large enough to return their fund, and a sub-$1B market caps the upside for your startup. You can't execute your way to scale if the market is small.

Unmonetized problem — RED

If customers aren't already paying for the problem or losing money to it, that's a problem. Your customer will need to justify the spend in their budget. That's a much harder sale than replacing an existing cost.

Long sales cycle — RED

Venture capitalists are investing to accelerate growth. A sales cycle over 6 months slows feedback loops and holds back growth. This misalignment in timelines can result in a quick no.

Vague value proposition — RED

"Better/faster/cheaper" without a real value causes investors to pass. They are looking for, "Cuts processing cost 20%." A quantified value prop with customer-validated math is a sign of product-market fit.

Technology & Traction (3)

Insufficient customer discovery — YELLOW

Fewer than 50 (B2B) or 200 (B2C) customer conversations means product-market fit is still a hypothesis. Discovery interviews are the cheapest de-risking available, and if you haven't done that already, the investor will be worried about how you'll use their money.

Early TRL (below 5) — YELLOW

Below TRL 5, the technology risk remains at the lab scale. Investors don't like funding R&D; they want to fund scaling and customer sales.

No signed commercial proof — YELLOW

Signed LOIs or contracts are the difference between "customers say they want it" and "customers committed." Investors need to see real people are willing to buy everything you can produce.

Deal & Structure (6)

Unresolved IP assignments, licensing disputes, co-founder claims, or regulatory exposure will surface in diligence and can kill an otherwise good deal. Investors hate uncertainty and risk, and legal risk is among their least favorite.

Non-standard entity — RED

Most US venture funds require a Delaware (or Nevada) C Corp; anything else introduces uncertainty, risk, and higher diligence costs.

No financial model — RED

A bottom-up 5-year model is less about the numbers being right and more about proving you understand your own unit economics and assumptions. Investors use it to understand your thinking, so if you don't have one, they can't evaluate you.

3+ years without raising — YELLOW

A company that's been operating 3+ years without institutional funding prompts the question, "Does this team want to scale to a $1B valuation? What has been holding you back?" Again, investors are looking for rapid growth.

Complex cap table — YELLOW

More than 5 issuances of convertibles or preferred stock signals dilution complexity and potentially misaligned early investors. Investors don't want to spend time figuring out all the terms; there are plenty of other startups they can invest in.

Off-market raise terms — YELLOW

Raising over $5M or above a $25M post at the Seed stage prices the round for perfection and shrinks your buyer pool. There isn't any margin for error, which can lead to a down round and dilute the investors out.

What to do if you have lots of red flags?

Fortunately, you have the power to close many of these gaps. Our assessment tool gives you high-level advice to consider. For example, if you haven't done extensive customer discovery, that's something that costs almost nothing and will dramatically increase both your chances of raising money and the potential success of your startup.

If you are a first-time founder, participating in an accelerator can help close gaps. For scientists or engineers coming out of a PhD or postdoc, look at applying for Activate, one of the Lab-Embedded Entrepreneurship Program (LEEP) programs hosted by the Department of Energy (DOE), or the Breakthrough Energy Fellows program. These programs provide two years of runway to both de-risk the technology and address many of these gaps.

If these fellowship programs aren't available, there are many accelerator programs lasting between 8 weeks and 6 months. The List on Deep Tech Dirt has 70 additional accelerator, incubator, and fellowship programs for you to check out.

If you have more questions or want to share your stories, head over to the Forum, where you can find a post on VC Red Flags. Thanks for reading.

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Written by

Jared Silvia

Entrepreneur, problem solver, and curious person. I've worked in the Energy and Materials sector for 15 years.

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