Redeye VC

Josh Kopelman

Managing Director of First Round Capital.

espite being coastally challenged (currently living in Philadelphia), Josh has been an active entrepreneur and investor in the Internet industry since its commercialization. In 1992, while he was a student at the Wharton School of the University of Pennsylvania, Josh co-founded Infonautics Corporation – an Internet information company. In 1996, Infonautics went public on the NASDAQ stock exchange.

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Monthly Archives for 2010

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The hidden value of a Board of Directors Meeting

Bod_1 Over the last few years, I have read a number of great posts describing how to run a board of directors meeting.  They give wonderful advice on how to get the most value out of your board meetings. 

One thing I've seen pretty consistently is that there is a direct correlation between the success of a board meeting and the quality of preparation in advance of the meeting.

Planning for a successful board meeting is not easy – it takes a lot of time to effectively provide insight into the company’s priorities, goals, performance, and challenges. And time is a scarce resource at any startup. When I was CEO of, I had a wonderful board of directors – they offered real strategic input and guidance. However, I believe that half of the value of a Board of Directors meeting comes in advance of the meeting. The time I spent with my management team preparing for the board meeting was invaluable. It insured we were all on the same page. It provided an unque opportunity for the management team to step outside of the daily operational (aka firefighting) mode and think strategically. Looking back, some of the most important decisions we made resulted from conversations while we were preparing for our board meeting, rather than in the meeting itself. Our monthly board meeting provided a firm benchmark to measure our progress by – and also served as an invaluable “motivator” to ensure that we achieved the expectations that were set at the last meeting.


I believe that companies that don’t invest the time preparing for a board meeting are missing out on a lot of value…

VIP Treatment

CriticWhen a restaurant owner recognizes a food critic in their restaurant, the critic gets extra-special treatment.  To be a good restaurant critic, you have to be anonymous.  Otherwise, the critic's "picture is posted in every four-star, low-star, and no-star kitchen in town" and they get special service. 

Restaurant owners understand the power of the press -- and go to extreme efforts to ensure that influential customers have a wonderful experience. 
This isn't rocket science -- it's good business! 

Why is it that online businesses don't do the same?  They should!  One of the first things we did after we launched was create a VIP list, containing the email addresses of all influential reporters, competitors, potential acquirers, analysts, and investors.  (Bloggers didn't exist back then - but they would qualify as well).  We then had our system alert us whenever a VIP created an account, purchased an item or listed one for sale.  When a VIP purchased a CD we'd have someone from our customer service group telephone the seller to confirm that it shipped promptly.  When a VIP listed an item for sale, we'd monitor it to see if it sold.  And if a (hypothetical) reporter listed a (hypothetical) book for sake, and it didn't sell quickly, a relative of a
(hypothetical) employee in Oklahoma might (hypothetically) purchase the item...Resulting in a (hypothetical) story in the New York Times offers a good service -- just like most restaurants serve good food.  But, doesn't it make sense to be on your best behavior with influential customers?

Do you have a VIP list for your company?  Do you know what experience journalists, bloggers, analysts and acquirors are having with your product?

When the music stops...

Chairs_2As a little kid, I always lost when I played musical chairs.  Maybe I wasn't fast enough or big enough -- or perhaps I just was enjoying the music so much that I failed to anticipate when it would stop.  In the three businesses I've been involved in founding, I've been lucky enough to catch a chair right before the music stopped.

I recently returned from Etech (O'Reilly's Emerging Technology Conference) where, just like at the last fall's Web 2.0 Conference, I participated in several discussions about whether Web 2.0 is a bubble -- and if so, when it might burst.  I'll leave that topic for a future post...But, regardless, I think that it is very important for entrepreneurial CEO's to always be on the look out for signs that the "music may be stopping" - and make sure that their company is well-positioned for it.  The funding (and M&A/IPO) market for startups is cyclical. What can you do to better position you to "grab a chair" if you hear the music stopping?

  • Focus on adapting to change rather than predicting the future.
    I've seen a ton of business plans over the last few years -- they all only had one thing in common: they all were wrong.  Most understated costs and overstated revenues - a few actually beat their projections.  But if you look at their five year forecasts, every single business plan was wrong.  A business plan is a document that outlines your plans and assumptions at a specific moment in time – it is your prediction of the future based on what you know now.  As soon as you hit print on the business plan, things change.  Competitors emerge.  Technologies shift.  Regulatory changes effect your marketplace.  Key employees quit.  Macro-economic factors impact customer spending.  Shit happens.  I'd much rather invest in a founding team that shows an ability to adapt to change than one that claims to accurately predict the future. I believe that teams that are nimble, market-focused, and are willing to rapidly test/iterate/shift their plans are more apt to perceive the signals that the music may be stopping.
  • Understand the unwritten term in the term sheet.
    Almost every entrepreneur I talk to strives to get the highest valuation humanly possible. And often that is a valid desire. However, entrepreneurs should understand the “unwritten term in the term sheet”:  few VC’s will willingly part with a “winning company (ie, a company that is executing/performing well) for less than a 10x return. Peter Rip of Leapfrog Ventures highlights the tradeoff:

    ”Lots of cheap capital, available at high valuations seems great, until you do the exit math. Raise $8M at $12M pre-money and your post-money valuation is $20M. Your investors want to sell for $200M. Raise $2M at $4M pre- and your investors get the same rate of return at $60M. But a $60M exit is 10X more likely than $200M. Few VCs will write the $2M check these days, precisely because a $20M return doesn’t move the needle in a $500M fund. That’s why valuations are moving up – the need to invest more money – not the intrinsic value of startups. Higher valuations and high venture rounds may feel good in the short term, but with IPOs as scarce as they are, they can price you out of the very exit you seek.”

    There are often good reasons for taking a lot of money at a high valuation. However, I’ve found that all too often the entrepreneur did not fully understand the deal that they were making – specifically, they did not explicitly accept the fact that they were eliminating options for a shorter term exit. Again, there are plenty of good reasons to “swing for the fences” and raise a large round at the highest valuation possible – just make sure you've agreed to the trade-off.
  • Build to last – with options.
    I, like Ed Sim, believe that companies are not sold. They’re bought.

    In every exit I’ve been fortunate enough to participate in – both big ( or Infonautics) and small (Turntide,,, e-Touch or Snapcentric) – the opportunity to exit was there only because we had begun to build a company that has differentiated technology, a strong team, offers customers real value, demonstrates traction in the marketplace, and/or solves a real need for the acquirer. You can’t build a company to sell it – I’ve never seen it work.

    That said, I sometimes see entrepreneurs draw the wrong message from the “Built to Last” story. They believe that in order to build a company for the long term you need to make long-term commitments in short term. They enter into long term leases. They hire too many people too fast. They overspend on hardware. They lock into a product development roadmap without an iterative development/alpha/beta process. They sign long-term strategic partnerships before their model is fully baked. I’ve heard people justify doing all of these things under the “we’re in this for the long haul” rationale. However, I believe that the best way to insure that there is a long haul is to maintain flexibility. Things change. Mistakes are made. Keep your options open – including the option to look for a chair when you think the music is going to stop.