As mentioned by user marcamillion in the PG/Ryan Carson brouhaha - http://news.ycombinator.com/item?id=4800236, Treehouse has received 5M in VC funding, and yet Ryan Carson claims he has no interest in IPOing, and seems inclined to grow the company over the long term rather than having some other liquidity event.
As a practical matter, how would this work? My impression is that VCs are never in the dividends business.
Wouldn't there have to be a fair amount of upfront and unique legal legwork to put something like this in place, in order to not only compensate the VCs, but also to attract quality employees in lieu of stock options? Would the investors and employees be guaranteed a certain percentage of any money Carson takes out of Treehouse? Do VCs who would accept this kind of deal even exist?
I'm pretty much allergic to the idea of answering to a board, shareholders, and analysts myself. 37 Signals seems to have an interesting idea about how to compensate employees in the unlikely case of an unexpected liquidity event, but some sort of structure that would allow profit sharing, without requiring a path to IPO or acquisition, would be great:
http://37signals.com/svn/posts/2987-an-alternative-to-employee-optionsequity-grants
To answer your queston about the mechanics of fundraising: They aren't just throwing their money away. They've bought themselves a share of the intellectual property and technical team that Treehouse builds. Carson could change his mind and decide to sell to an acquirer, or grow the business over decades into a public company. Even though he's blogging about not wanting an exit now, a lot can happen.
Unfortunately, VCs won't extend this kind of a deal to just anyone. The rules are different for founders who are already well known. Everyone else had better have a sharp business plan.