This month, August 2018, is the 5th anniversary of Trajectify. Words cannot express how grateful and lucky I am to have been able to build this business and accomplish all that we have. HOW A BUSINESS IS BORN. I decided to leave startup #7, Real Food Works, in May 2013. I had turned 50 a few months earlier and found myself wondering, “what do I want to be when I grow up.” I told myself no more startups. So I embarked on what turned out to be a three month discovery mission that led me to create Trajectify in August 2013.
My last semester of college was filled with fear and panic, wondering if I had spent my higher education preparing for a career that was not meant for me. After graduation, college students are faced to take a leap of faith and enter the real world. As we approach the cliff, far from the safety net of secured and structured education, and jump head first into the unknown, it is impossible to not fear what is next. With no idea what I was heading into, the overwhelming feeling of insecurity and possible failure seemed inevitable. To cross the chasm it takes momentum and trajectory, neither of which graduating college students have.
I’ve had the good fortune of working in a variety of industries, building scale into growing businesses and advising executives on strategic initiatives. Despite the variety of products, services, and customers, I’ve observed certain constants across all businesses that separate the elite performers from the average.
A few weeks ago I had the opportunity to participate in a breakfast program with Peter Shankman. He is a successful entrepreneur, author and investor. You may know him as the founder of HARO (Help A Reporter Out), or the author of “Faster Than Normal,” or have heard his Ted talks or other keynote speeches. He's quite quotable and I've been know to borrow a line from him now and then. I especially like his “I have ADOS - Attention Deficit, Oooh Shiny.”
Every year, Trajectify coaches and clients put together a list of books they've been reading and recommending. With summer approaching, vacation time and opportunity for days away from the office ensue. Wherever your adventures take you (even if it's just in your backyard hammock!), use this OOO time to de-stress, reflect, read, and learn.
It took me three years to go from VP Engineering to CTO to COO to CEO. How does someone grow that quickly? Yes, I worked hard and focused on results. Yes, I was afforded an opportunity being at a good place at a good time. Still, no amount of hustle, talent or luck could have made such a rapid transition successful. What made it possible?
At Bootstrappers Breakfast, we often hear a wide range of marketing challenges that entrepreneurs and young businesses are looking to solve– such as lead generation, developing a strong online presence, time management, focus. This time we broke down the content strategy puzzle.
In this month’s Philly Tech Week and anniversary edition, we brought in guest speaker and product expert Joe Cotellese, who shared his journey to becoming his own boss with some important lessons he’s learned along the way.
The NYC Bootstrappers Breakfast is back… with new mentors to help facilitate serious conversations about starting and growing a business. Thanks to our friend Alex Portera, Co-Founder of Nowhere Men Media, here are a few quick and valuable points from the inaugural NYC Bootstrappers Breakfast comeback.
I attended my first Philly Tech Week (PTW) in 2012. There weren't a ton of events, but my notes say I attended 14, and scheduled another 8 meetings in between events. Pretty intense, especially for someone who leans introvert. That year I also hosted the first Philly Bootstrappers Breakfast during that week (more on that below).