Negotiating a Better Series A Deal

[Updated 11/18/09, see below] This post is about how to get a better deal from VCs investing in your first round of financing. It is also about how to make the deal into a win-win. The idea for the post came from an exchange with @bakespace about some of the resources for entrepreneurs on FastIgnite.

This is About Series A Deals

Seed investments can be all over the map in terms of size ($50K – $1M+), structure (convertible debt or common/preferred equity), valuation, and investor rights. It’s hard to make generalizations about seed deals.

First-money-in Series A deals, on the other hand, tend to be much more cookie-cutter. Before we talk about why this is the case, let’s put a rough definition around the types of Series A financings I’m referring to:

• Not much has been raised previously—at most a few hundred thousands and ideally nothing.

• The product has not been (fully) built.

• The size of the round is at least $3M but preferably larger.

• You are talking to professional VCs with funds > $100M.

These deals tend be cookie-cutter because they are driven more by the cap table (the list of shareholders in a startup and how many shares they own) than by what the company might be worth independently.

What is Your Startup Worth?

This is a question entrepreneurs think a lot about. They come up with all kinds of arguments for justifying their notion of value pre-funding. The trouble is, most of the arguments are bogus because they miss an important point: a company that needs several million dollars today to build a business is not worth much at all without the dollars.

Say the goal is to stick a flag on top of Everest. You are a great alpinist but you have no money for the expedition. Your friend Bob loves what you do, happens to be excited about you climbing Everest and has tons of dough. Which is more important? Your ability to climb or the financing? You ability to climb is certainly scarcer and hence commands a certain premium, but in the end it’s a partnership. Money without an alpinist can’t get to Everest. An alpinist without funding can’t get to Everest either. It is the combination of the scarce talent (climbing) and the resources to make this talent productive (the dollars) that creates the value.

The Series A Valuation Process

What this means for your Series A deal is that, to a large extent, the value of your company is going to be reverse-engineered from the cap table. Here is how this works:

1. You and your investors agree you need $X ($3M, for example)

2. The investors want to own a certain percentage post-financing (I%) (2 x 20% = 40%, for example if two VCs are syndicating the deal)

3. The post-money valuation is now $X/I% or $3M/40% = $7.5M

4. You negotiate the size of the option pool (P%) (25%, for example)

5. Your true pre-money valuation (what the founders’ stake is worth) is $X*[(1-I%-P%)/I%] or $2,625,000.

There are two things to notice about this process. First, at no point did it require justifying the value of the startup. Second, the margin for negotiation is somewhat limited as (a) the option pool size should be budget-driven and (b) most investors, rightly or wrongly, are pretty set on the percentage ownership they require. (The reasons for this have to do with the business models of venture firms—which are too complicated to cover here.)

Without meaningful deal competition, you’ll be unlikely to affect the investor(s) target ownership percentage. So if you really want to get your VCs to take a lower percentage, you’ll have to work a lot harder to generate interest from multiple firms. Either that, or you’ll have to

Author: Sim Simeonov

Simeon (Sim) Simeonov is a serial entrepreneur and investor. He is the founding CTO of Swoop, a high-tech data and media company that focuses on utilizing artificial intelligence and machine learning to enable biotech and pharmaceutical companies to understand, find, engage and convert their ideal patient and HCP populations. Sim is the founder and CEO of FastIgnite, where he helps entrepreneurs shape promising ideas, raise capital, build teams, and execute across all stages of the startup lifecycle. Sim is also co-founder of San Francisco-based Thing Labs and Entrepreneur-in-Residence at the MIT E-Center. Sim blogs at blog.simeonov.com, tweets as @simeons and lives in the Greater Boston area with his wife, son, and an adopted dog named Tye. Prior to starting FastIgnite, Sim spent seven years as technology partner at Polaris Venture Partners, where he made investments in the online, enterprise, and mobile sectors and helped start four companies that Polaris invested in. Prior to joining Polaris, Sim was vice president of emerging technologies and chief architect at Macromedia (now Adobe). Earlier, Sim was a founding member and chief architect at Allaire, one of the first large Internet platform companies. Sim’s expertise covers the gamut from startup creation and financing to strategy definition and positioning to R&D execution to go-to-market and alliances development. He has played a key role in more than twenty v1.0s and M&A and spinout transactions. Sim’s past investments include 8th Ring (a consumer mobile company he co-founded), Allurent, Archivas (a digital archiving company he helped create which was sold to Hitachi Data Systems), Meridio (sold to Autonomy), and Veracode (a SaaS application security spin-out from Symantec he helped create). He serves on the board of directors of the Massachusetts Innovation & Technology Exchange (MITX), and on the advisory boards of DubMeNow and the Nantucket Conference. Sim has a master's degree in computer science from Boston University and bachelor degrees in computer science, economics, and mathematics from Macalester College. His research interests have ranged from microcode simulation to soft artificial intelligence to shared multi-user virtual environments to economic modeling of Russian privatization. He was named one of Technology Review's young innovators.