Letter to Executive Coach – Planning Success for Year One in Business

Gen Y Finance Guy Entrepreneurship Leave a Comment

In late 2018 and early 2019, I was working with an executive coach. One of the exercises my coach had me do was to write a letter to her for one year in the future. This was an exercise I was familiar with as I had already done a similar exercise but ten years in the future to myself (posted here). When I first started working with this coach I was preparing/pitching to start a new business line under the umbrella of my current employer at the time, and the focus of the exercise was to describe what a year of success looked like with that new business. I did end up starting the business discussed below, but as many …

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Gen Y Finance Guy Entrepreneurship 5 Comments

For as long as I can remember I have pursued money-making ventures – now dubbed “side hustles” in today’s vernacular. Most of my ventures have produced positive economic value, meaning they made money. If you read my “About” page you will see that the plan has always been to eventually transition into full-time entrepreneurship. The one obstacle holding me back was finding an opportunity that offered an income stream that matched or exceeded my ability to earn by working a W-2 career. To date, my highest and best use from an earning’s standpoint has been to work for a company that paid me a regular paycheck. I graduated college about 11 years ago to a starting salary of $52,500. Today …