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Founder Question: To CEO or Not To CEO? (part 2 of 2)

on Sat, 2012-02-11 13:17

Last time, I introduced a dilemma many founders face when they are finally negotiating term sheets with potential investors:

Should you accept an investment if the terms require you to step down as CEO?

I wrote about this issue because a past client recently lost an opportunity to fund his startup when the investors insisted that his partner be the CEO Instead of him. I don't know enough about the situation to be able to evaluate whether his decision was right or wrong, but it's an issue you should think through, and preferably when you're not under pressure.

10 Questions to Consider

If you are in the position of weighing a decision between investment and remaining CEO, congratulations! Most entrepreneurs never get to this point - you are obviously doing something right.

Questions to consider when making this critical decision:

  1. Do the investors have a reputation for dealing with founders fairly?
  2. Are they offering you enough funding to make a difference in your ability to succeed?
  3. Do the investors have real domain expertise?
  4. Do the investors want to bring in someone from outside or just make someone else on the team the CEO?
  5. How much experience do you have in running a business?
  6. Is it OK with you not to be working on the technology very much, if at all?
  7. How important is it to you to be the public face of the company?
  8. How much do you enjoy constantly being on the road, pitching the company?
  9. Are you very good at pitching the company?
  10. Are you OK with the fact that you will need to make unpopular decisions based on inadequate data that could make or break the company?*

* Hint: if your responses to questions 1 through 9 suggest that a different person as CEO might be better but you still answer question 10 in the affirmative, chances are you are letting your emotions get in the way of making a sound business decision - not what you want in a CEO.

After all you've given in blood, sweat and tears to the success of your company, it's very difficult to have a completely objective perspective about your startup. I strongly encourage you to talk to people who you respect and trust, and who are independent. Then listen to what they say even if it's not what you want to hear.

What do you think? Would you use other questions in addition to or instead of the 10 above? Who do you turn to when you need an honest sounding board?

When Investors Don't Want You to Be CEO of Your Own Company (part 1 of 2)

on Sat, 2012-02-11 10:55

I recently learned that a former client of mine who I'll call George had finally, after years of struggling, gotten term sheets from reputable investors for investment in his startup. By now, he should have the money in hand and be going gangbusters, executing on his strategy.

Unfortunately, it all fell apart. Why? He wanted to be remain CEO. The investors wanted his partner to take the job. George said thanks, but no thanks.

I don't know all the details of this situation, but the outcome breaks my heart. George deserved to be successful, to grow the company with the benefit of significant resources. He'd worked hard, believed in the company when others did not, and brought it to the point that investors wanted in.

Who Is Right and Who Is Wrong?

The dilemma usually arises from the following perspectives:

  • Investor: I like this technology and its potential for success, but the founding CEO does not have the skill/ personality/ whatever it takes to give the company the best chance for success. No way am I investing my money in a company that's run by someone who is unlikely to achieve success.
  • Founder: I lke these investors, but there is no way that they really understand what needs to be done to achieve the vision for this company. If they install someone else as CEO, this company is unlikely to become the success it deserves to be. Besides, it's my company, I deserve to run it! What if they decide to fire me from the company altogether??

Answer: It Depends.

As in most real world situations, neither side is likely to be 100% right. You are in the position of needing them more than they need you so unfortunately you have less leverage. Depending on how close you are to your cash cliff, you need to consider whether remaining in charge is worth killing the company. Remember that investors talk to each other early and often, so if one group walks from a deal it will be that much harder to get another.

That said, remaining in control might be the right thing to do. In the next post, I'll give you some questions to consider when trying to make this tough decision.

Have you ever had to consider this option? How did it resolve? What would you do differently? (Please don't use real names in any of your posts as this is a public forum.)