Decide which type of investor to target for raising capital

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I recently wrote Should you raise venture capital from a traditional equity VC or a Revenue-Based Investing VC? Since then, I’ve talked with a number of other firms and greatly expanded my database: Who are the major Revenue-Based (RBI) Investing VCs?

That said, venture capital is just one of many options to finance your business, typically the most expensive. The broader question is, what type of capital should you raise, and from whom?  

I find many CEOs/CFOs default to approaching investors who have the most social media followers; who have spent the most money sponsoring events; or whom they met at an event. But, fame and the chance that you met someone at a conference do not logically predict that investor is the optimal investor for you. In addition, the best-known investors are also the ones who are most difficult to raise capital from, precisely because they get the most inbound.

The first step is to decide the right capital structure for your financing. Most CFOs build an Excel model and do a rough comparison of the different options. Some firms provide tools to do this online, e.g., Capital’s Cost of Equity estimator; Lighter Capital’s Cost of Capital Calculator; 645 Ventures’ cap table simulator. A similar, open-source, highly visual tool focused on VC is Venture Dealr.

For each of the major categories of investors, you can find online databases of the major providers. Major options include:

Once you decide on the right category of investor, here are some tools I suggest using to find the optimal capital provider:

Identifying the right investor is a two-way street. Ideally, you’re looking for an investor who invest time and energy with your company. along with significant relevant experience and an ability to add significant value. Alex Koles, CEO, Evolve Capital, said, “if there is not a mutual trust and shared vision in the opportunity, it will be harder to work through thorny issues down the road.  It’s not a question of if the thorny issue will occur, but when, and management needs a strong advocate willing to listen and help out.”

Svetlana Lebedeva, Advisor, Bank Leumi, observed, “venture debt will be most affordable from banks. However, a bank’s credit box will be more narrow than that of a non-bank lender, like a venture debt fund. Banks will typically qualify a start-up for venture debt at or after Series A from VCs they are familiar with. So if you haven’t raised Series A, banks will typically turn you down. The reason they need to see a VC already on the company’s cap table, is that in early stages, banks are essentially underwriting the probability of a startup raising the next round (as companies may still be figuring out their product/market fit and haven’t scaled yet and are certainly burning cash). The other reason is that in case things don’t go according to plan, VCs lose their equity investment if the bank isn’t paid out. So the bank likes to have smart, sophisticated investors backing a startup which lowers their risk which, in turn, enables them to provide venture debt at around half the cost of a non-bank lender.”

David Abraham, head of DAC Capital, observes, “the fact is that there are an extremely large number of capital sources at every strata on the risk/return spectrum. Some will be well-known names, others will be findable using a directory. And others may not be findable at all with any level of confidence. But it is often hard to discern the actual appetite for a particular transaction. An experienced investment banker will have experience with a wide enough group of capital providers at every appropriate level.  He or she will work with the company to develop a list of a sufficiently broad set of candidates. It’s not so much finding the ideal capital provider as it is finding a good provider with a properly structured transaction at a fair price.”

*I am an investor in these firms.

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