An Open Letter of Gratitude to Jerry Colonna — Part 2
I wrote Part 1 of this letter to express my gratitude to Jerry Colonna. This is the original letter I sent him in 2013. I wrote this letter when the pain I was experiencing in my life finally outweighed my fear of asking for help.
I had trouble submitting the form the first time, so apologies if you’ve received this twice.
I saw you speak at last year’s Northside Festival and have had it in the back of my mind since then to contact you and see if coaching might be a good fit for me.
My background is a mix of big companies, management consulting and entrepreneurship. Entrepreneurship is really where my heart is.
I’d like to explore coaching for a few reasons. First, I think I’ve realized over the years that I’ve had an internal conflict related to my love of entrepreneurism. It could come from the fact that it’s a very different career path than my father took and nobody’s ever really encouraged me or given me a pat on the back along the way to say “nice job, glad to see the the entrepreneurship path was the right choice”.
Second, I had to shut down a company I co-founded about 4 years ago and have walked a pretty tough and tumultuous path in the years since, to end up where I am today, a technology consultant at a law firm. I took that path alone for the most part and don’t really want to do that anymore, as it can be a pretty lonely road. I don’t feel like I’ve ever properly processed the experience.
FInally, I “thought” I had finally gotten to where I wanted to “be”, at this stage of life and career. (I’m turning 40 later this week.) I’m making more money than I ever have, while working from home, on my own schedule. Now that I’ve gotten there, I’m actually not sure this is where I want to “be”.
So, I really feel like I’m at a critical crossroad in life and career. Furthermore, I’m tired of going it alone and feel that I could really benefit from a coach to work through the questions that have built-up over the years, to make the right decisions to set the foundation for the next phase of my life and career.
Thanks for listening and best regards,