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A Founder’s leadership lesson: when to get the @#$% outta the way

KFAC Medals from 10 years of service

Ten years, I co-founded Kayak for a Cause with Scott Carlin and we grew it to an charity organization of hundreds of participants and thousands of donors.

We did a lot of good. We had some help as well.

But the critical lesson I learned this year is knowing when and how a Founder should evolve his/her role. Even though this was a not-for-profit, the lessons apply equally for start-ups (which are often less-than-not-for-profit, anyways).

Founders roles fall generally into three buckets: starters, runners and defenders of the legacy. As I learned in KFAC and at Mojiva, starters have the hunch, put a stick in the ground and by sheer force of willpower rally others around them. It’s bold. It’s inspiring. It doesn’t last all that long.

Because as the data rolls in, a starter has to evolve into a runner and runners live on data. Market data. Customer data. Stakeholder feedback. Runners use the momentum from the starter and the data from the users to keep the party going. Hunches don’t play well. Consensus rules, or at least has a greater influence.  Interestingly, my training in YEO (an entrepreneur’s organization, now called EO) helped a lot in running a charity: here were the skills I used most often:

This phase is where so many Founders fall down, as the skills to be a starter are vastly different from being a runner. Very few possess both talents. Very many try to hang on too long (and as major shareholders/stakeholders are able to do so, to their own detriment).

But for those that make the jump and attract another runner to their organization, a third transition awaits: leader and defender of the legacy.

While you may still be the largest shareholder, you have empowered someone else to add value to the enterprise. While your background and knowledge can be very valuable to the new team, your meddling can be equally obstructive. Knowing when is when, and passing the torch before it’s too late is another one of those Founder hunches that Founders often don’t listen to. Here’s what I learned about that phase:

I have been through this transition in both the charity and the entrepreneur world, and what surprised me most were not the differences but the similarities in leadership skills. EO taught me the things that allowed me to grow KFAC, and much of the leadership team has entrepreneurial backgrounds (surprise!) . But KFAC definitely taught me the things that have allowed me to grow start-ups.

Having a great team behind you certainly helps. BTW, you can join KFAC XII here.

 

 

 

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