Dropping Knowledge
Aug 2014 26

If you can listen to Marc Andreessen and Ben Horowitz rift and rant about all things disruption, technology, investing, and the future of our world and not say walk away with at least a handful of new ideas for your world or company, I will be shocked.

This is amazing and generous to have captured this range of topics in 45 minutes.

“If you are against disruption, you are pro-status quo.”


Nov 2013 19

Vulnerability Makes You Look Smart
Aug 2013 13

I recently met with a young entrepreneur who has had some recent successes. We talked through some of the wins and how they came about with his new company and the momentum he felt like he had. Intrigued by where he was hoping to take things, I asked what I could be doing to be helpful going forward. He responded, “There’s nothing that comes to mind, I think we’re good.”

Having seen my share of start-ups over the past few years, not needing help from someone  can only mean one of two things:

1) You don’t like the person and are doing your best to keep them as far away from you and your company as possible. You think they have the potential to be a hanger-on and have no value to provide.

OR

2) You’re in denial about how hard the road ahead is going to be and haven’t even begun to think about what it means to build a company from scratch.  Not knowing how someone can help is tipping you hand that you haven’t even scratched the surface of how hard the road ahead is going to be.

Some of the best entrepreneurs and professionals I know are the most skillful at involving anyone and everyone in their initiatives. Not in a “cry for help” kind of way, but by understanding who their audiences is and what value they can create together. When we play the tough guy and show no vulnerability, we are missing out on the chance for others to work their magic on our behalf. Not out of pity, but out of caring and the desire to see us succeed in our endeavors.

The next time someone asks how they can be helpful, think about who they are, what they’ve done in their career, and if nothing else, look to them for advice about a situation you know they’ve encountered that you may run into further down the road. The last thing we need is more tough guys that don’t need anyone else. Being an entrepreneur is tough enough as it is, why handicap yourself further by doing it alone?

All In
Jul 2013 16

Maybe it was the scotch, maybe it was that I had the chip lead, or maybe there’s just something in the air, but, last week during poker night, I realized something about the way I approach each hand that is dealt. And then next morning over coffee realized it is the same way I approach life.

I’m always looking to go All-In.

Now, I don’t mean on every hand, but I do mean, that my “tell” (sign that I’ve got something exciting) is that I bet. I have no problem sluffing cards that aren’t quite good enough. There is definitely an opportunity cost to not staying in hands longer, like knowing you’d have had the winning hand after all the cards are dealt, but there is something to be said for knowing how you play and what you’re willing to risk.

The same is true when evaluating options and making choices in life. I’m constantly finding that once I go “in” on a hand, I am quickly confident enough to go All-In. If something is worth doing, it’s worth doing All-In.

Or said another way:

 

Invest 90 Minutes
Jul 2013 07

I aspire to have Jerry Colonna to be my professional coach.  We swapped notes last year and he told me he is at full capacity and isn’t accepting any new clients. I’ve gotten to know a couple of entrepreneurs to have made it on his client list before he closed it and they’ve told me that I am in fact missing out. So, when Jason Calacanis had Jerry on This Week In Start-Up, I was intrigued.

After I pressed play, I took three full pages of notes and became even more determined to earn a spot on Jerry’s client roster int he future.

I considered posting my notes here, but then reconsidered as each of the pieces of wisdom that Jason and Jerry share is incredibly and refreshingly personal.

I know that 90% of you reading this will not invest the 90 minutes to watch this in its entirety, but for those of you that do, I know that you will see the adventure ahead differently.  When you’re finished up, shoot me a not or leave a comment below, would love to hear which piece of the discussion jumped out to you most.

UPDATE: Jerry mentions a talk he gives called The Crucible of Leadership. I found a great summary he wrote about that talk over on Fred Wilson’s blog HERE. Another great piece of thought provoking questions and deep thoughts worth pausing to explore.