Four Tips on Raising Venture Capital

cartoon4Friends occasionally seek my advice on raising venture capital, knowing I’ve been involved with a range of VC financings – from seed, through A, B, and C rounds, to investments by a “strategic partner,” to venture debt financing, through to trade sales.

Today I pass along four sources of advice – with a bit of my own advice thrown in for good measure – ranging from advice for the person wanting to plan for all their VC rounds as they are just starting out (analogous to the plan-ahead friend seeking advice on the process of finding that perfect person to marry,) to advice for the person just days from making a big VC pitch (analogous to the last-minute friend seeking advice the night before he’s going to propose!)

So whether you’re the long-range planner or the last-minute proposer, maybe you’ll find one of these right for you.

“Raising Venture Capital for the Serious Entrepreneur” by Dermot Berkery

antiaprilfools1Dermot’s advice is for the long-range planner.  Dermot was the first person my wife Jules and I met when we landed in Ireland on the first of April 2001.  Gratefully, he didn’t immediately laugh when we told him our plan to move to Ireland without jobs – “On spec?” he asked  – with our 6, 9, and 12 year old boys.  Rather he copped on right away that this was not an April Fools Day joke.  Months later, a fellow Irish VC described Dermot thusly:  “Des, Dermot’s an oxymoron because he’s both a highly successful venture capitalist and he’s a good person.”

On that April day, Dermot gave sage advice on our move to Ireland – a move he’d made a few years earlier with his American wife and three children.  Last year, Dermot packaged into this book his sage advice for entrepreneurs needing to raise venture capital.  Dermot’s advice, based on his time at Delta Partners, is less about “How to raise venture funding for the business you’ve created” than it is about, “How to create your business such so you’ll be able to raise venture funding,” a subtle but key difference.  Dermot talks about organizing the business around fundable “stepping stones,” each a “proof point” that a VC will require.

For those just starting out and wanting to plan the entire funding process in advance, the price of Dermot’s book will be the best investment you can make.

“Due Diligence” and “Prep for Series B” Posts From Jeff Bussgang

duediligenceIf your planning window is a bit shorter, you’d do well to RSS Jeff’s blog, “Seeing Both Sides; VC Perspectives From A Former Entrepreneur.”   Jeff, a partner at Flybridge, consistently provides advice intended to make the process go more smoothly for those of us still on the “seeking venture funds” side of the table.   Two of his recent posts are particularly relevant.

The first details the three stages of the due diligence process, with a couple of key takeaways for me:

1.    After seeing what the due diligence process will entail you might just decide not to even seek venture funding!  Better to decide this up front and plan your cash flow accordingly.

2.    If you decide to proceed with seeking venture funding, Jeff lists the requisite data / information you will need to have collected well in advance of the due diligence process.  Life will go better if you collect this data as you are actually running the business, not waiting until you approach the funding process.

Jeff’s second post details the process of going through a Series B fundraising, relevant for a couple of reasons:

1.    I’ve found that VCs often try to reduce risk by answering as many Series B questions in the Series A round. (Ditto answering Series A questions in the Seed round.)  Therefore many of these “later stage” questions will be asked early in the process. Be prepared.

2.    Jeff shows you the type of “proof points” that you’ll need to put into your operational plan early on.  If you wait until it’s time to do the funding round, you may find it too late to collect the data required.

“12 Steps to Short-Circuit the Fundraising Marathon” by Scott Painter

shortcircuitScott Painter’s advice – contained in a post by Carleen Hawn  – deserves respect because he’s had so much success in raising venture capital.  Painter calls it a numbers game, claiming you’ll have to make 120 pitches to get one VC check.

I’m not sure I agree with his “high numbers” process, just like I don’t agree with the process of sending out 1,000 resumes to land a new job.  But Scott’s 12-step process has two key takeaways for me:

1.    He has a technique for determining exactly which VCs actually take the time to look at your PowerPoint, and for preventing the VC from forwarding it to others.

2.    He then has an intriguing three-meeting process he has used to successfully cement the deal.  Check it out.

“Three Tips For Making A Winning Pitch to a VC” by John Zagula

threetipsIgnition PartnersJohn Zagula’s advice is perfect for those who have not followed the longer-range planning advice of the above three elders and now find themselves just days away from making a big pitch to a VC.  Zagula tells how to make that the pending pitch a winning one.

Rather than offering a slide-by-slide recipe, Zagula’s post, contained in a brief article in Xconomy,  provides just three tips on how to make a pitch interesting and relevant.  In particular, I like his first tip about beginning with a personal story that is relevant and impressive.

I passed Zagula’s advice along to a friend who promptly binned the 25+ slide presentation they’d labored over for months.  Starting from scratch they followed a technique I learned from my wife; “blank slide” the entire presentation using 3 by 5 index cards, writing just one key point on each card – “Great team”  “Defensible IP” “Cash positive in 9 months” – then organizing the cards into a logical order, and finally writing a crisp, interesting presentation – a story, really, based on the flow of these cards.

4So if you’re early in the process, buy Dermot’s book before you even start out.  No matter what stage your business is at, take time to ready Jeff’s two posts so you’ll at least know what you’re in for.  If you’re at the stage of sending off presentations to investors, use Scott’s technique for controlling and monitoring who is reading the presentation.  And if you’ve already developed a presentation, determine if it meet’s Zagula’s criteria for interest and relevancy; and be prepared to start over from scratch!

In all four cases, you’ll be glad you listened to the advice these guys have to offer.

3 Responses to “Four Tips on Raising Venture Capital”

  1. 8 Tips for Successful Venture Capital Meetings Says:

    […] pitch is what a venture capitalist uses to size you up. Most often it’s the CEO giving the pitch […]

  2. Change Agent Des Says:

    Jeff Bussgang’s latest blog post on Ori + Rom Brafman’s book, Sway, is very useful for VC-funded entrepreneurs.

    An except: “Sway points to three central psychological tendencies that cause human beings to behave irrationally, despite the preponderance of facts pointing in another direction. The first is loss aversion, defined as our tendency to go to great lengths to avoid possible loss – even when it means taking outsized risks relative to the actual loss impact. The second is value attribution, where we imbue a person with certain qualities based on our initial impressions (or desired impressions!). And the third is the diagnosis bias, where we allow our initial assessment of a person or situation cloud any further judgment and, in effect, cause us to filter out any contradictory data.”

    Jeff goes on to discuss how loss aversion causes VCs to often put good money after bad, and how loss aversion causes entrepreneurs to not make tough firing decisions soon enough.


    Bitly URL:

  3. Desmond Pieri Says:

    22 September 2009 Update: Continuing the theme of “4” Larry Cheng of Fidelity Ventures has a great post on this subject, “4 Questions and 4 Pressure Tests to Decipher a VCs Interest in Your Company.” Definitely worth reading at

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s

%d bloggers like this: