Darren Herman
Marketing, Media, and Technology Conversations
Tag: business

I met with a friend and seasoned entrepreneur turned academia recently, Aaron Cohen.  For those of you who know him, he’s been around the block and has seen a lot in his days of being a successful executive at digital media companies.    He walked in the room and asked, how I was doing?

I am doing great, I replied.

He said I looked tired, which isn’t the first time someone has told me that.

We then dove into a discussion of being tired vs. bored.

It’s ok to be tired.
It’s not ok to be bored.

Lets discuss this here.

Tired.
Athletes train a lot.  Olympic athletes basically spend their life training.  But even at peek performance, athletes do get tired.  It’s ok to walk off the soccer pitch after a match and be tired.  It’s ok to drop the 400lbs of weights and lie down.  Why?  Because in most cases, you gave it your all.  You put everything you had into the sport.

Business is no different.  More often than not, founders get fat.  I put on weight.  I know plenty more who did as well.  Why?  Tireless persistence to achieve a goal left going to the gym, proper diet, and sleep all secondary and tertiary needs.

If you are giving it (whatever you are pursuing) your all, then tired is in your cards.  That’s good.  Make sure a vacation or time-off is planned to recoup, re-energize and reset.  Without this, you will run yourself down to the point of system failure.  If you get to that point, you’ve gone too far.

Bored.
There is a big difference between being tired and bored.  Boredom comes from not being mentally challenged and leads to complacency.  Boredom is not good because it causes negative attributes and tends to spread to people around you.  It’s like a negative-vibe-virus.

If you are bored, do something about it.  A vacation will not solve boredom.  You need to first analyze why you are bored and then talk to your superior to do something about it.  If there is no room within the organization to move, then get out.  Plain and simple.  You are not being fulfilled and I’m going to guess that your output is not up to standard because you are not mentally there.  You suffer.  The company suffers.

I have met plenty of people who are bored in their jobs.  Being bored is fine as naturally, your learning comes to an end in each role you take.  The smart people then move on to a role that’s fulfilling.  It’s a hard conversation to have with your employers but one that at the end of the day, is mutually beneficial.

I might be tired, but I’m certainly not bored.  I still wake up each day to new and fun challenges.  Some I dislike but they grow me professionally and personally.

I was reading the AlwaysOn Winter 2007 Magazine on the subway this afternoon and came across the “VC Deal Pitchâ€? by Simeon Simeonov, a technology partner at Polaris Venture Partners. Before Simeon joined Polaris, he was the Chief Architect at Allaire and Macromedia. The article that he has penned for the magazine talks about a new way to date a venture capitalist before you get married, or in realistic terms, a new way to work together with a venture capitalist before they invest into your company.

Essentially, Simeon talks about how the founding team and would-be investors should work together, on the same side of the table, for a good amount of time to improve the business plan and test the market. This whole dating process only really works in the early stage funding realm and allows you to vet out a venture capital partner who does not share the same vision, culture, and operational expectations that you may have.

This process would only work if it was monogamous, says Simeon. As a founder, you do not want your VC partner to be flirting with other companies in your space. They ultimately will learn quite a bit about your business and have deep insight into your team, so keep it monogamous. Even though both parties will share lots of insight, Simeon also mentions that there should be “no strings attached.â€? If the relationship isn’t working for either party, it should be able to be terminated without any monetary compensation or consideration.

This is an interesting concept that Simeon proposes. As an entrepreneur, I can see how valuable it would be from an early stage perspective (maybe after seed funding?) but may not work for all startups due to time constraints, multiple VC’s, or other various reasons. What are your thoughts?