My son has a week of middle school behind him. His days are filled with highs and lows. One day he comes home and he triumphantly explains how he is the locker master and a professional at opening lockers, then the next day he asks me if he could get permission to carry a wrench to school. He had to borrow a wrench from the custodian to get his own locker open! He lost his gym uniform already and explained, “Mom you have to change in front of everyone!” He carries so much to school that he almost needs a cart or something. He contends with a backpack, a lunch box, a viola, and a large notebook that doesn’t fit too well in his backpack. Exiting the car for school, he looks more like he is going off for a week versus seven hours.
Then there is soccer practice. Where his teammate asked if he could borrow his water. My son said, “Well, you could waterfall, I guess.” This kid took my sons water and threw right in my sons face and just laughed. Nice. So, as a mom, I emailed the coach and spoke about bullying and how it needed to stop.
Ah Middle School. But how does this relate to the entrepreneur?
As a wife of an entrepreneur, I see the board members as the older sibling, the “know-it-all” the high school age (apologies in advance to my board member friends). The entrepreneur meets with the board members and starts in on their business plan. Then come the short pithy commands. “Change that, you can’t possibly hit those numbers.” “You don’t need that many on the management team.” “Wait, what is your pipeline?” “That strategy isn’t going to work.”
Much like the middle school age, shopping for the perfect first day of school outfit. The entrepreneur tweaks his presentation over and over again, hoping that it will meet with board approval. He heads to the airport with a suitcase, a suit jacket, a laptop bag loaded down with an iPhone, an iPad, an iShuffle, a possible “leave behind” (depending), an NDA, prescriptions for various aids: sleep, heartburn, headache and allergy.
The entrepreneur is now ready to meet with…the bully. You know what I am going to say don’t you, yes, the VC! My entrepreneur has met with so many VC’s that I have lost count over the years. Don’t worry, I don’t send follow up emails on how they have bullied my entrepreneur, but I sure wish I could!
Looking at my entrepreneur, my middle school aged son, even my “know-it-all” high school aged daughter it shows me several similarities and how we can learn from each other. My high school student is still learning stuff after all. Recently, she had a team building off site strategy lesson, working with a group of 13 other students. She commented how exhausted she was at the end of the day from thinking and trying to work together. She solemnly asked, is that what it’s like to work in an office? My answer, yes, that is why Dad is so tired, he does this every day.
So at the door, ready for the next day lies a laptop bag along with a viola, a large binder and a backpack. The days to come will be filled with many stories to share around the dinner table and they may be different “characters” but the feeling of conquering this battle is the same.


only one glorious day of sunshine in the entire month of February. I love the sun, so I remember that day well. It was February 19th. My daughter was home sick from school. She needed to go to the med check for possible strep throat. After the appointment, we drove through McDonald’s and ordered a large French fry to split (why is it that when you are sick McDonald’s always sounds good?). The day was much too beautiful to go home and rest on the couch, so we went for a drive. We road for miles with no destination in mind and spent the time reflecting on the past year—the good and the bad; the feast and the famine.
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