If there’s one thing billionaire venture capitalist Vinod Khosla has learned over the past decade, it’s that the oil companies aren’t as stupid as he thought they were. In 2004, Khosla was telling anyone who would listen that the only things standing in the way of running the entire country on biofuels were the oil companies and a lack of funding. He set out to change both of those things, vilifying the oil industry at every turn, and convincing Congress to shell out tax dollars so he could show the dinosaurs in the oil industry how Silicon Valley rolls.

The result has been a debacle, with billions of investor dollars and tax dollars flushed down the toilet. What Khosla didn’t appreciate is that he isn’t smarter than the people in the oil industry. It’s just that the computing and information technology industries were still relatively new, and a great deal of innovation was still taking place in an emerging field with lots of room for innovation. The oil industry is 150 years old, and while the fracking boom shows that innovation still takes place in the oil industry, it is a very mature industry. As such, change tends to be incremental, not exponential. Almost everything that appears novel to an outsider like Khosla has almost certainly been investigated by multiple companies.

But Khosla convinced a lot of influential people that the energy industry just needed a visionary like himself to shake things up. He gave lots of talks and testified before Congress. He created ludicrous projections for how quickly cellulosic ethanol could scale up (see my article “Vinod Khosla Debunked”). Investors (including taxpayers via Congress) couldn’t give him money fast enough, and he proceeded to blow through it as he learned some hard lessons in the energy business, sometimes “inventing” things that had been around for a long time.

Traversing the learning curve

Khosla's first hugely hyped company was Range Fuels, a firm also prone to making overhyped claims, and in 2010 I was the first person to detail all of the company's shortcomings and wasted tax dollars in a piece titled "Broken Promises From Range Fuels." The company's CEO took some shots at me and said the piece was clearly misleading and inaccurate -- yet a year later, Range was bankrupt.

Khosla also funded a company called Calera, and said that it would be worth more than GE’s power business. Those claims now look silly after Calera’s chemistry claims came under scrutiny. Ken Caldeira, a climate scientist at Stanford University, called Calera’s claims “the chemical equivalent of a perpetual motion machine.”

Then Khosla took three advanced biofuel companies public in 2011: KiOR (Nasdaq: KIOR), Amyris (Nasdaq: AMRS), and Gevo (Nasdaq: GEVO). I have written several articles arguing that KiOR was overvalued -- even as Wall Street analysts had it rated as a “Strong Buy” -- and then this January, I predicted bankruptcy in 2014. Also in January, I appeared on 60 Minutes with Khosla. He was hyping KiOR's “no downside” technology, and I was countering with, “He is out of his area of competency. He is in over his head.”

KiOR stumbles

Even though I predicted the company would go bankrupt this year, I also said that Khosla would likely give the firm money to keep it afloat for a while. When KiOR announced in March that the company would be out of money by April 1, it was still too early for a funeral.

Khosla extended a lifeline of $5 million a month for five months as expected, but it wasn’t enough to restart the plant. That lifeline ran through August. In June, the company could not make a $1.87 million payment on a $75 million no-interest loan from the state of Mississippi, and it negotiated a 120-day reprieve, which ends October 31.

In July, KiOR announced that it had hired investment bank Guggenheim Partners to try to sell or restructure the company by October 31. In September, KiOR was delisted from the Nasdaq, chalking up a loss of more than 99 percent from the IPO. The company’s IPO price was $15, and today the shares closed at 9 cents on the pink sheets. Khosla’s two other 2011 IPOs, Gevo and Amyris, are down 98.4 percent and 80.3 percent, respectively, since IPO.

An amateur learns a lesson at taxpayer expense

What went wrong? It’s not that the entrepreneurs or investors had a bad idea, or a technically impossible idea. It’s that they underestimated the economic challenges of doing what they were attempting. (One ex-director has now come out and said he warned the company about problems but was ignored.) Others have attempted similar routes to fuels, but there are numerous challenges involved in economically converting wood chips into gasoline.

Khosla glossed over the problems and made it sound easy as pie. He is accustomed to seeing technical challenges solved in Silicon Valley. Again, that’s primarily because those challenges are often relatively new. They are not like some of the challenges in the energy business, which have seen decades of work and billions of dollars spent on some of these approaches. The easy challenges were all solved long ago.

So KiOR is at the end of the line. October 31 looms. Whether or not the company officially declares bankruptcy in the coming month, it is over. There may be some attempt at face-saving by trying to fold the company up into another company, or by taking it private. But the plant hasn’t run all year. Maybe Khosla finally appreciates that the reason ExxonMobil doesn’t make biofuels isn’t because it don’t know how, or because it just loves oil. It’s that ExxonMobil has found the economics lacking, and has continued to do what works economically. (As a former ConocoPhillips employee, I can assure you that oil companies conduct R&D on every manner of biofuel).

What's next?

Khosla is fond of saying that he knows he will strike out a lot, but he expects to hit a few home runs. At this point, he would probably be happy to get on base at all. Despite all the money that he has invested in the energy sector, I am unaware of a single success he has had. I know he hasn’t had any in the advanced biofuels arena. (I define success the way Khosla once defined it for me: economically producing biofuels at scale.)

But this isn’t surprising. He is not an energy expert. I would have never entrusted him with dollars to invest in a field in which he was an amateur. The thing is, the energy business is much more capital-intensive than the businesses he is used to dealing with in Silicon Valley. These “strikeouts” can cost hundreds of millions or billions of dollars. You don’t get to strike out too many times before you run out of other people’s money to spend. Now Khosla, still searching for that elusive home run, is going to have an increasingly difficult time getting people to entrust him with their money.

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Reprinted with permission of the author. Originally published on Energy Trends Insider.