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The Terrible Twos of Entrepreneurship


Dear Patriot Boot Camp Family,


We are thrilled to announce incredible news for 3 of our PBC alumni companies below.  It made me think of what they've overcome to reach this new stage for their companies. 


They survived the terrible twos of entrepreneurship - congratulations! 


I often explain entrepreneurship in terms of becoming a parent to a newborn baby. When you first decide to launch your business, you are in a completely optimistic and excitable state.


Then when you have a baby, you are still excited, however, now more exhausted than you have ever been in your life.


During the first year, you tell everyone about your new business, show off your new business, and believe that your business will be completely running on its own (potty trained) by the end of the first year.  You have created the first-ever "Super Baby."  


As your baby enters its first year of life, and your baby isn’t “walking on time,” “talking on time,” or “pooping on time” you learn quickly that nothing happens as you had planned for your business. 


Things get tremendously harder and busier and you are always up to your eyeballs in - well you know.  But when someone on the outside asks you, “How is it going?”.  You always reply with a huge smile, “It’s the best thing I ever did.” 




When your business enters its second year of life, AKA "the terrible twos," the optimistic, blissful, naive stage morphs into something that looks like a baby dressed in a Rambo costume with a super-sized diaper.  


The first-ever “super baby” is now blowing up everything in its path and crying at such a piercing level that dogs in nearby neighborhoods can hear it.  Most of the people who offered to help you in the beginning, have now run for the hills. 


You are alone with “super-baby” and it just won't stop crying.


You still love “super-baby." You just don’t like “super-baby” that much right now. 


The terrible twos are a significant time for your business because your baby is now starting to grow and explore, yet still needs constant feeding and attention from you. It’s exhausting.


This period is a major milestone, and if you make it through the terrible twos, you are on your way to the thrilling threes.  


In year three, many entrepreneurs can now start to sleep, at least for a few solid hours a night.  What a glorious stage! 


Congratulations Instant Teams, Joust, and Contract Cloud. You are all growing up so fast and we are thrilled for all of you.  


Keep growing, 

Jen Pilcher, CEO Patriot Boot Camp

Instant Teams Pic

Instant Teams Announced a $1.5M Round Of Financing

Congratulations to Instant Teams' CEO, Liza Rodewald, and COO, Erica McMannes, both Patriot Boot Camp alumni, on their continued success.

“What Liza and Erica have accomplished over the last three years has radically changed the access to and availability of professional opportunities for the 24% of active-duty military spouses who are unemployed. This is the kind of impact that changes lives, and we are all in," said, said Guy Filippelli, Squadra Ventures' Managing Partner.  Read the whole press release here.

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Exciting Times For Joust

Lamine Zarrad, a PBC alum and CEO of Joust, was selected by SXSW as a finalist for the Interactive Innovation Award in the New Economy category.  You can check out the announcement here. Joust will be presenting at the Innovations Awards Finalist Showcase on Saturday, March 14th. If you are attending the conference, stop by and check out their booth. 

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Techstars Chicago

We are super proud of active duty military spouse Michele Atkinson-Austin 2019 Patriot Boot Camp alum and CEO/founder of Contract Cloud for getting accepted into the Techstars Chicago Accelerator.  We are cheering for our first-ever milspouse Patriot Boot Camp alumna and her team.