7 avoidable capital raising mistakes

Mark McQueen, the guy behind Wellington Financial is quickly becoming a blog rockstar, and his latest post is no exception.

Mark deals in the Venture Debt business, a similar product to that of Silicon Valley Bank and a few others. He is the kind of guy you might end up talking to down the road when you need some growth capital. Who knows. All I know is that when I have asked Private Equity guys about Mark and Wellington, they have always gotten a little scrappy, so I take it as a good sign.

Here is his post, 7 avoidable capital raising mistakes. It is worthwhile advice for anyone pitching to VCs, angels or potential business partners.


In this first attempt to stick to the script, we?ll address seven of the more obvious mistakes that entrepreneurs make when trying to raise capital (this is not to sound patronizing, but to help make the capital-raising process a success):

1. False Sense of Urgency

Imagine the excitement when the email comes in: ?Can I see you tomorrow to discuss a new deal?? As a firm that prides itself in operating in real time, the natural desire is to say ?yes?. Drop everything and see what the fuss is about. Our natural request is for a corporate overview or something similar – gives us a chance to learn about the business prior to the session. Unfortunately, not everyone is as prepared for the request. If you don?t have the powerpoint / business plan ready to share, you shouldn?t be booking meetings for the next day.

Worse, if you aren?t currently looking to raise capital, there?s no need to try to get on a VC?s dance card for 24 hours from now.

2. Hurry Up and Wait

The ugly sister of #1 above. When you book a meeting with a capital provider, you have to assume that they?ll like the story as much as you do. Why else are you pitching the story? Which means they will invariably ask for detailed financial information. Like the financial model that formed the backbone of the powerpoint presentation. Far too often, the response is: it?ll be a couple of weeks. Why the rush for the 1st meeting if the financials weren?t ready?

We always wonder about that. What will take a couple of weeks? Did you not have a forecast when you presented the business plan? Or are the forecasts not yet sexy enough for sharing?

The other mistake is the: let?s get the NDA signed up right now. But 10 days sometimes goes by before the first volley of information is sent. Any hint of disorganization is a bad first impression.

3. ?Not Board Approved?

Then there are the financial models that ?haven?t yet been approved by the Board?. Having had the meeting, and received the financial forecasts, VCs are often told that the budget they?ve been given hasn?t yet received the sign off of the company?s Board of Directors. But you should still value/analyze the business on the basis that this is the working forecast.

Which begs the question: if the financial budget that is being shared with would-be capital providers isn?t Board-approved, what is it? Management-approved? Does the Board even know you are talking to potential outside investors? And how does this budget compare to the one that is currently ?Board approved?? Is it better or worse?

4. The Five Alarm Fire

Unlike #1 above, this meeting truly is incredibly urgent. The problem is, no one comes clean about just how urgent it is until the meeting is underway.

Imagine the scenario. Company (or Agent) requests a meeting. It goes well. Good story and strong management. The problem is, they ?need to close? the financing in less than two weeks. Huh? Whatever it is, acquisition, deposit, customer order fulfillment, etc. The timeline is critical. Assuming it is a new story to the firm, and not a follow-on, I can?t think of any institutional firm in the country that can do the primary due diligence, negotiate the deal, draft legals, and cut a cheque in 8 or 10 business days.

Serious case of lunch bag letdown. Having spent two hours on an interesting meeting, it turns out there is no way to do the deal.

5. Cell Phone Conference Call Pitch (aka persons of no fixed address)

This is a personal favourite. The virtual powerpoint presentation. They usually come via a known referral, who is less concerned about you wasting your time than you might be.

The scheduled one hour pitch comes from someone you?ve never met, and they sound as though they are lying down the entire time. They are relaxed alright, almost too calm. It can be disconcerting.

As the pitch continues, your mind wanders and you ask yourself – do they even have an office? How do they oversee the staff if they?re always elsewhere? What city are they calling us from right now? And why are they looking for money from us, residents of a foreign country? How do we due dili the deal if there?s no office? Etc.

just think of how it looks in a police report on television: the assailant had no fixed address (i.e., no job, can?t cover the rent, parents kicked them out of the basement long ago). Has a certain aura to it.

6. Thanks For Nothing

It may strike you as hard to believe, but this happens from time to time. A meeting is booked. The story is told. It goes well. Due diligence is done, and a term sheet is issued for a potential financing. Then, radio silence from the person who was looking for the capital. Perhaps they found the money elsewhere. Perhaps they changed their mind. Perhaps an existing investor did the deal instead.

That is generally just fine by us, as we look at 500 opportunities a year and understand that just as we can?t give every company money, not every company utilize our services.

But to have gone through the process to size up an opportunity and issue a term sheet, just think of how easy it would be to pen a two sentence email saying: ?thanks, but we are going a different direction?. The VC market is small, and while folks keep confidential business information to themselves, a reputation for rudeness is worth avoiding. It is so easy to say ?thanks but no thanks?.

7. ?These Forecasts Are Ultra Conservative?

I?m sure you are surprised that people would use the phrase ?conservative?, particularly at a time when 80% of private companies are missing their forecasts. But, you?d be wrong if you didn?t think it happened every week. At some point during the pitch, someone from the company says ?these forecasts are conservative?. Sometimes you?ll get the ?ultra? modifier as well.

This is certainly the ?#1 guaranteed to generate a laugh? line in the business. It is almost as good as the follow-up ?I know everyone says their forecasts are conservative, but these really are.? Just like you would never say ?I?m really good in bed? on a first date, just hide the conservative nature of the forecasts for the due diligence period. Some VCs won?t take a second meeting if they hear that line in the first go ?round; they assume, fairly or not, that you?re wet behind the ears.

If the entire pipleine is already contracted, have the VC figure that out during due dili and say ?wow, are these ever conservative forecasts!? You?ll catch a lot more fish that way.

30 Ideas that need to be Funded

Paul Graham has published Startup Ideas We?d Like to Fund at YCombinator.

  1. A cure for the disease of which the RIAA is a symptom
  2. Simplified browsing
  3. New news
  4. Outsourced IT
  5. Enterprise software 2.0
  6. More variants of CRM
  7. Something your company needs that doesn?t exist
  8. Dating
  9. Photo/video sharing services
  10. Auctions
  11. Web Office apps
  12. Fix advertising
  13. Online learning
  14. Tools for measurement
  15. Off the shelf security
  16. A form of search that depends on design
  17. New payment methods
  18. The WebOS
  19. Application and/or data hosting
  20. Shopping guides
  21. Finance software for individuals and small businesses
  22. A web-based Excel/database hybrid
  23. More open alternatives to Wikipedia
  24. A buffer against bad customer service
  25. A Craigslist competitor
  26. Better video chat
  27. Hardware/software hybrids
  28. Fixing email overload
  29. Easy site builders for specific markets
  30. Startups for startups

It?s a great list for entrepreneurs to start thinking about what to build next. The best part is that a number of folks have been building this software in Toronto, Vancouver, Montreal and other places in Canada. Here is my quick feedback about stuff that I can think of that fits the Canadian criteria.

5. Enterprise software 2.0 ? Jevon has been talking about this for ages.

6. More variants of CRM ? Dan McGrady is building integrate. Scott Annan and Scott Lake are building MercuryGrove. I love applications that focus on improving customer interactions, increasing the resolution of the interaction, these are products that small businesses drool over because they have an immediate impact on the bottom line.

9. Photo/video sharing services ? Terry and Jeff at ParkVu are doing some really cool things.

13. Online learning ? John and Gosia have drawn a line in the sand with LearnHub (my view of their opportunity).

19. Application and/or data hosting ? Reuven Cohen is working at building some of the tools for Enomaly. While not Canadian, I?m intrigued with 10gen, Joyent, GoGrid, EngineYard and others. I wish there were some additional strong Canadian contenders in this space.

20. Shopping guides ? Omar Ismail is leading the charge for open shopping reviews at ProductWiki. Candice Factor is working on building OurFaves inside the TorStarDigital network.

21. Finance software for individuals and small businesses ? Mike McDerment and the kick ass team at FreshBooks are taking a stab at financial management tools for small business. George Favvas is building SmartHippo to enable better mortgage and financial information for consumers.

22. A web-based Excel/database hybrid ? Avi Bryant and Andrew Catton are building a great tool, DabbleDB

Kevin Leneway, who apparently is part of my brethren in DPE at Microsoft, has started going through each idea on the list one-by-one. He has decided to address each of the 30 ideas to generate ideas for a startup. It?s a great series of posts.

Are there other Canadian companies that are solutions to one of the 30 ideas? Share them with us!

Dan McGrady: 7 Reasons Why My Social Music Site Never Took Off

Dan McGrady has been on a roll with some great posts lately, and “7 Reasons Why My Social Music Site Never Took Off” really grabbed my attention yesterday.

Dan started Contrastream last summer. I liked the site a lot, as I think music discovery is a huge problem that is being approached in the wrong way by the major music sites/stores. The site was well put together and full of potential, but it just didn’t take off.

This is where, I believe, Dan is making the shift from being someone who cobbled together a website to being an entrepreneur. Instead of hiding the fact that Contrastream didn’t really take off, Dan is making a clean break, reflecting on what he learned and what he did wrong, and he is hitting the ground running with his next startup: IntegrateSales

Dan’s reasons his site never took off? Read his blog for his full analysis

  • Design Perfection
  • Underestimated the ?Cold Start? problem
  • Market Size vs Business Model
  • Bad launch
  • Competition
  • Motivation
  • Co-founder
  • Derivative Idea