Category: In Business

My advice: Don’t give them a figure. Here are the questions you should be prepared to answer, and a few you should ask.

One of the hardest things about the fundraising process for entrepreneurs is that you’re trying to raise money from people who have “asymmetric information.” VC firms see thousands of deals and have a refined sense of how the market is valuing deals because they get price signals across all of these deals. As an entrepreneur, it can feel as intimidating as going to buy a car where the dealer knows the price of every make and model of a car and you’re guessing at how much to pay.

I thought I’d write a post about how to talk about valuation at a startup and give you some sense of what might be on the mind of the person considering funding you. Of course, unlike cars, there is no direct comparison across each startup, so these are just some general guidelines to try and even the information field.

Back in 2020, I met with my first VC, I was very naive and didn’t have the vocabulary needed to hold my own in the room, yet the experience of several of these meetings led me to carve a narrative to present ONE MOTO in the best frame, it led to iterations of the business, which evolve into sharing the vision of what we will become, showing them just a little wasn’t enough.

What was the post money on your last round (and how much capital have you raised)?

It’s not uncommon for a VC to ask you how much capital you’ve raised and what the post-money valuation was on your last round. I know some founders feel uncomfortable with this, as though they might somehow be sharing something so confidential it ultimately hurts them. These are straightforward questions, however; the answers will have no bearing on your ultimate success and if you want to know the truth, most VCs have access to databases like Pitchbook hosting all of this information anyway.

So why does a VC ask you?

In the first place, they’re looking for “fit” with their firm. If you’re talking with a typical seed/A/B round firm, they often have ownership targets in the company in which they invest. Since they have limited capital and limited time availability, they often try to make concentrated investments across companies in which they have the highest conviction. If a firm typically invests $5 million in its first check and its target is to own 20 percent or more, that means that most if its deals are in the $15-20 million pre-money range. If you’re raising at $40 million pre then you might be out of their strike zone.

Ask yourself “what do I really need to prove success” against what is a rounded up figure that makes me feel comfortable. What you really need is very different to the target market price. Do you need to sell equity at all, or can you raise against a Convertible/SAFE Note?

Many VCs will have a distribution curve where they’ll do a small number of early-stage deals (say $1.5-3 million invested at a $6-10m pre-money), a larger number of “down the fairway” deals ($4-5 million at a $15-25 million pre) and a few later-stage deals (say $8-10 million at a $30-40 million pre). Of course, there are smaller funds that are more price-sensitive and want to invest earlier, and later-stage funds with more capital to deploy and write larger checks a higher prices, so understanding that VC’s “norm” is important.

A second thing a VC may be trying to determine is whether your last-round valuation was significantly over-priced. Of course, valuation is in the eye of the beholder, but if that VC thinks your last round valuation was way too high then he or she is more likely to politely pass rather than try and talk down your valuation now. VCs hate “down rounds” and many don’t even like “flat rounds.” There are some simple reasons. For starters, VCs don’t like to upset your previous-round VCs because they’ll likely have to work with them in other deals. They also don’t want to become a shareholder in a company where every other shareholder starts by being annoyed with them.

But there is also another very rational reason. If a VC prices a flat or down round, it means that management teams are often taking too much dilution. Every VC knows that talented founders or executives who don’t own enough of the company or perceive they will have enough upside will eventually start thinking about their next company and are less likely to stick around. So a VC doesn’t want to price a deal in which the founder feels aggrieved from day one, but takes your money anyway because he or she doesn’t have a choice.

Build yourself into the deal, show your commitment, a modest salary and even consider a Convertible Note against your salary reduction. Yes, it’s a liability on the books. yet you’re valuing your worth.

It is this muscle memory that makes the VC want to pass on the next down or flat round. In a market where there is always another great deal to evaluate, why sign up to one where you know there are going to be bruised egos from the get-go?

The “how much have you raised?” question is usually a VC trying to determine whether you’ve been capital efficient with the funds you’ve raised to date. If you’ve raised large amounts of money and can’t show much progress, obviously you’ve got a tougher time to explain the past than if you’ve been frugal and over-achieved.

My advice to founders on the questions of “how much did you raise in the last round?” and “what was the post-money valuation of your last round?” is to start with just the data. If you don’t perceive that you have any potential “issues” (raised too much, price too high) then this should be a non-event. If you are aware you may have some issues or if you are constantly getting feedback that you may have issues, then it’s a smart strategy for you to develop a set of talking points to get in front of the issue when asked.

What expectations do you have about valuation?

It is not uncommon for a VC to ask about your price expectations in this fundraising process. It’s a legitimate question, as the VC is in “price discovery” mode and wants a sense whether you’re in his or her valuation range.

It’s a tough dance, but I would suggest the following:

1. In most cases, don’t name an actual price.
2. Your job is to “anchor” by giving the VC a general range without saying it. Call this “price signaling.”
3. Turn the tables on the VC by politely saying, “Given you must have a sense of our general valuation, how do you feel the market is pricing rounds like ours these days? After all  –  we only raise once every 1-2 years!”

Why shouldn’t most founders just name a price? For starters, it’s the job of the “buyer” to name a price, and you don’t want to name your valuation if it ends up being lower than the VC would have paid or a price so high that the VC simply pulls out of the process.

So then, why anchor? If you don’t give signals to a VC of what your general expectations are, it’s hard for them to know whether you have realistic expectations relative to their perceived value of you, and you want to keep them in the process rather than just having them pull out based on what they think you might want on valuation.

Any great negotiation starts by anchoring the other party’s expectations and then testing their response.

How you talk about valuation will of course depend on how well your business is performing and how much demand you have from other investors. If I leave out the immediate “up and to the right” companies and talk about most others who have made good progress since the last funding but the next round isn’t a home run, you might consider something like if asked about your expectations:

• We closed our last round at a $7 million post-money valuation and we had raised $1.5 million.
• We closed it 20 months ago and we feel like we’ve made great progress.
• We’re hoping to raise $5-7 million in this round.
• We know roughly how VCs price rounds and we think we’ll likely be within the normal range of expectations.
• But obviously we’re going to let the market tell us what the right valuation is. We only raise every 2 years so the market will have a better feel for it than we will.
• We’re optimising for the best long-term fit for a VC and who we think will help us create the most value. We’re not optimising for the highest price. But obviously we want a fair price.
• How do you generally think about valuation for a company at our stage? (This is seeking feedback/testing your response)

Here you’ve set a bunch of signals without naming your price. What a VC heard was:

• The price has to be higher than $7 million, which was the last round. It was 20 months ago and the founder clearly told me they have made great process (code words for higher price expected)
• They are raising $5-7 million and knows the range of valuations for this amount. If I assume 20-25 percent dilution that implies a price of between $20-28 million pre-money valuation ($25-$35m post-money). Maybe they want slightly higher but certainly won’t want lower.
• They have told me they are not trying to shop this to the highest price. I’m not so naive as to completely believe that  –  every entrepreneur will go for the highest reasonable price with a VC they like so I at least need to put my best foot forward. But if I’m in the ballpark of fair, she won’t game me and push for the highest price as the only part of her decision.

Are your existing investors participating in this round?

This is a delicate dance as well. Each new investor knows that the people who have the most asymmetric information on your performance are the previous round’s investors. They not only know all of your data and how you’re doing relative to competition, but they also have a good view on how well your management team is performing together and whether you’re a good leader. 

On the one hand, a new potential investor will want to know that your existing investors are willing to continue to invest heavily in this round and at the same price that they are paying. On the other hand, they want to invest enough of the round to hit their ownership targets and may not want existing investors to take their full pro rata investments.

Before raising capital, you need to have a conversation with your existing investors to get a sense on what they’re thinking, or at a minimum you’d better have an intuitive feel for it. Assuming that most of your existing investors are supportive but want a new outside lead, I recommend answering this something like this:

• Our existing investors of course want to participate in this round. They will likely want to do their pro rata investments  – some might even want slightly more.
• I know that new firms have ownership targets. I feel confident I can meet these. If it becomes sensitive between a new investor’s needs and previous investor’s  –  I’m obviously not going to tell my investors they can’t participate, but I feel confident I can work with them to keep the sizes of their cheques reasonable.

What a VC hears when you say this:

• My existing investors are supportive. I will eventually call them anyway to confirm but I can continue my investment assuming they are supportive.
• In the future if we raise a larger round, this entrepreneur won’t try to screw me by forcing me not to take my pro rata rights because they weren’t throwing existing investors under the bus with me.
• This entrepreneur is sophisticated enough to know that fundraising is a dance in which I need to meet the needs of both new investors and of previous investors. They will work with me so I can get close to my ownership targets.

When should you name a valuation expectation?

There are some types of rounds where just naming price might be a better option.

1. Strategics (i.e. industry investors versus VCs). For some reason, many strategic investors don’t like to lead rounds and they don’t like to name a price. This isn’t true of all strategics, but it is true for many of them  –  particularly those who don’t have a long history in VC – having a price helps them to evaluate the deal better. Often they’re much better at a “yes or no” decision than naming a price. If you name your valuation, you sometimes have to give them a rationale on how similar companies are valued so they can justify their internal case. Knowing that other institutional investors (including your insiders) are paying the same price as them in this round helps.
2. Many investors. When you are raising for 8-10 new sources versus 1-2, sometimes it’s easier just to name price. One reason you might be raising from so many sources is that you haven’t found it easy to find a strong lead investor (for, say, $20 million) but many sources are willing to write you smaller cheques (of, say, $2-3 million each). Many investors can also be the opposite situation, where you’re so successful that everybody wants to invest. In either case, having a price target can help you get momentum.

Having a pool of investors has tremendous value; thee higher the investment, the more control they expect, the more you dilute which has its negatives (you don’t know each other yet). Also, a larger pool (which can take longer) also means they are bringing their wisdom to the table, strategic advice, resources and capital… that’s what you’re struggling with right?

Turning the tables

A final point. If done in the right way, each VC meeting can be a great opportunity for you to get feedback on how investors are seeing market valuations in the time that you’re raising (valuations change based on the overall funding economy), and also a chance to hear about how the VCs think about your valuation and/or let you know whether or not you have any perceived problems.

You might politely ask questions like:

• Does your firm have a target ownership range?
• Do you typically like to lead and do you ever follow?
• Are there firms you like to co-invest with?
• Does our fundraising size sound reasonable to you?
• Are there any valuation concerns you might have that we can address now?

Your goal in forming questions is to get signalling back from the VC and of course engaging with your investors. Remember that fundraising is a two-way process and you have every right to ask questions that help orient you, just as a good VC will ask questions of you. I have another blog entry of questions to ask investors.

Thank you for reading,

A.