Thoughts on startups by investors that
fund them & entrepreneurs that run them

Schooling MBAs (part I)

Yesterday I was a judge at the Northeast Regional Finals of the Venture Capital Investment Competition, featuring teams of MBAs from some pretty fancy schools. The big idea is that the MBAs form imaginary VC firms, look at real startups, and get judged on how they handle due diligence, investment structures, etc.  So it’s the MBA “investors,” not the startups, who are being judged.   Needless to say, we heard lots of great insights and ideas from the teams; but there were also several teachable moments that we’ll examine in this and future posts.The most surprising area of confusion concerned “next round notes” or “convertible notes.”  These are the loans early stage investors make to startups on the premise that the principle will convert into equity in a later, institutional investment round… but at a predetermined discount to the value the institutional investors set.  It’s become a very common way to fund the earliest rounds, because, obviously, it kicks the difficult valuation can down the road until more is known, and circumvents other contentious issues as well.

One extremely surprising mistake two teams made was to ascribe negotiating value to the “note” feature because it purportedly affords superior investment protection, as compared to common stock, in the startup.  Of course, creditors are indeed superior to equity holders during liquidation; but who cares if you’re first in line to recover money from a bankrupt startup?  First and last will get the same thing: zero. Extraordinary cases aside, next round notes do not afford enough practical extra investment protection to justify the investor “giving” on other open negotiation points.

The second surprise was that the teams failed to negotiate valuation caps for the next round. (Here is a great explanation of valuation caps). If you don’t do that, you could be kicking yourself when the company becomes highly successful and raises a huge up round.  Now, sure, you have your equity at a discount as compared to the institution; but you also own only a tiny portion of the company’s stock and haven’t been properly compensated for your risk.  It was odd to hear the “VCs” argue, on the one hand, how much upside their target company had; but, on the other, fail to structure their investment accordingly.

And the third mistake the team made in negotiating their next round notes was simply not getting enough of a discount: two teams accepted 10%.  That is simply not enough to compensate the early investors for the huge additional risk they’re taking … 20 or 30% is much more like it.  In fact, if someone offers you a 10% discount on a Next Round Note, just change the order of the words and ask them to send you a note when they get to the next round.   A 10% premium is nothing compared to the value you get from avoiding the risk and having the use of funds in the interim.

Written by Bob Rice

user Bob Rice Managing Partner,
Tangent Capital

Bob is Managing Partner of Tangent Capital, a registered broker-dealer and merchant bank focused on alternative assets and strategies. He is the resident industry expert on early stage and other private investments for Bloomberg TV, appearing daily as Contributing Editor on “Money Moves.” Bob is a Director of asset management companies with over $2 billion in AUM. Bob began his career as a trial attorney at the U.S. Department of Justice and then became a partner at Milbank, Tweed, Hadley & McCloy, where his practice centered on financial products. He left the law in 1996 to found a 3D graphics technology startup that eventually became the publicly traded Viewpoint, provider of the web’s first “rich media” advertising platform. He has been an active angel investor and startup mentor since 2004. Along the way, Bob also served as the Commissioner of the Professional Chess Association and authored the business strategy book Three Moves Ahead.

prev next

You might also be interested in

The UrbanTech Movement is Transforming Cities

Urbanization is a defining process of modern life.

More than half of the world’s population now lives in cities, and the number of urban citizens around the world is projected to rise to 66% by 2050.

In the US, over 80% of the population lives in urban areas with 1 in 7 Americans living in New York, Los Angeles and

Read more >

Angel Investors Spotlight: An Inside Look at Hudson Valley Startup Fund’s Investment Process & Advice for Founders

Hudson Valley Startup Fund brings together a network of the region’s successful business and community leaders to give back, supporting the launch of the next Hudson Valley visionaries. We sat down with fund managers Chad Gomes, Johnny LeHane and Paul Hakim as they shared insights into their investment process, what they look for in both group members and startups, and

Read more >

The Right Startup Advisors Are As Valuable As Money

If you are a new entrepreneur, or entering a new business area, it’s always worth your time to assemble an Advisory Board of two or three executives who have travelled that road before. You need them before you need funding, and if you select the wrong people, or use them incorrectly, no amount of money will likely save your startup.

Read more >

How do I get in touch with investors/funds with just an idea and no product?

There are many wonderful ideas, and they are not necessarily easy to come up with. So congratulations on having thought of one!


“Having value” and “Being fundable” are two completely different things. What the more experienced responders here are saying is completely accurate: while a good idea is usually a necessary ingredient for the formation of a good company, it is

Read more >

Is there an incubator for aspiring Angel Investors or VCs?

No, but there are several sets of courses on angel investing that can provide a good base from which to start. The most comprehensive and best known is the Power of Angel Investing seminar series developed by the Angel Resource Institute (formerly known as the Angel Capital Education Foundation, and prior to that part of the Angel Capital Association). It

Read more >


One thought on “Schooling MBAs (part I)”

  1. Candice Cabe says:

    Can you elaborate on the valuation cap?  Can you run through a couple scenarios explaining what could happen and who could benefit or get the short end of the stick?