Three Classic Financing Mistakes

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Three Classic Financing Mistakes


Securing financing for your business involves taking risks and occasionally making mistakes. As a serial entrepreneur, former venture capitalist, and angel investor, I've witnessed some common strategic errors entrepreneurs make. You might be the wrong person to pitch a startup, you may have chosen an inappropriate financing source, or your timing to sell via a mass retailer could be off.

Here's how to identify and turn around a bad situation, based on real-life scenarios I've observed (with names changed).

1. Wrong Executive to Pitch a Startup


Phil aims to launch a media company. His business plan is excellent, but he's been unsuccessfully fundraising for 18 months. Despite his strong connections with angel investors and his track record in creating successful startups within big companies, he hasn't secured the $300,000 he needs. This has caused personal stress, and it's evident in his pitches.

The Issue


In pitching to strangers, Phil appears uncomfortable, which signals a lack of confidence and passion. As a result, investors aren't convinced.

The Solution


Phil excels as an intrapreneur, so he should establish his company within a larger organization where he has credibility and support. This will allow him to refine his skills, and he can pursue entrepreneurship later when he's better prepared.

2. Wrong Financing Source


Charles wants to acquire an Asian mobile gaming company at a bargain price, then localize the product for the U.S. market, which is largely untapped. Although he and his team are talented dealmakers, they lack operational experience.

The Issue


Charles has been seeking venture capital for almost a year without success due to a complicated capitalization structure and issues with the current owners. The silent investor’s majority stake and the founder’s unwillingness to relocate complicate the deal.

The Solution


Charles should hire a professional fundraiser, like a merchant bank or boutique investment banker, specializing in sub-$5 million raises. He needs to set up a U.S. corporation and assign the Asian assets to it. Recruiting a skilled gaming CEO is crucial. The Asian entity could function as a subsidiary or an engineering hub. He must secure a binding agreement from the silent investor before fundraising begins.

3. Wrong Time to Sell via a Mass Retailer


Sue has developed a remarkable line of skincare products, with a mass retailer expressing interest. However, her distribution channels are not yet established.

The Issue


If Sue sells through a mass retailer too soon, it could lead to inconsistent product availability. A large initial order followed by unfulfilled consumer demand is problematic if alternative purchasing channels aren't in place.

The Solution


Sue should wait until she has secured reliable distribution channels. Selling through a mass retailer is an excellent marketing opportunity, but she must ensure her products are available elsewhere so customers can easily access them post-launch, both online and offline.

By recognizing and addressing these common financing mistakes, entrepreneurs can strategically reposition themselves for success.

You can find the original non-AI version of this article here: Three Classic Financing Mistakes.

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