Stepping out of my comfort zone: counting down


With radical transparency in mind, this is a blog series providing ongoing insights into my transition from being stuck in the corporate world to the challenging freedom of entrepreneurship.

33589408_sIn the fall of 2015 Minette’s successes continued as she built toward our first Path to Profit Summit in December 2015, as did our stress levels. Thanksgiving visits, Christmas travel planning, endless paperwork to go through the refinancing process, worries about leaving my job, setting up healthcare, getting more signups for the summit, would the hotel meeting room work?, how would the summit go?, … you get it. My day job became increasingly odd as I tried to put in normal work days while my mind inevitably wandered to the day in January when I would get to quit. Would it be really difficult? Would I break down emotionally afterwards? Lots of scenarios played out in my head.

I told my extended family what was going to happen before the refi loan actually funded but made sure they knew it wasn’t public information. Part of the loan process involved ensuring that I remained employed so I couldn’t jeopardize that. We did a little dance on December 22 when the money transferred into our account: after talking about it for years, me leaving my job was actually going to happen.

I wrote my resignation letter the day before starting back to work and focused everything on the positive aspects of my career there, lauding my last couple of managers and director. It was really important to me to frame this change in the best light. I texted my manager first thing in the morning of the first day back in the new year and setup a private meeting. 30 minutes later it was done and he announced it to the team that morning. After that it was 2 weeks of documenting the systems I was leaving behind and doing a little training of my replacements: mostly I was sitting on my hands and counting down the days.

On my last day I sent out a goodbye email to the whole software organization, some of whom I had been working with for 16+ years. I wished them the best in their careers and their relationships, then shutdown my remote desktop for the last time. The best way I can describe it is to say that it was like pulling up a big tree, roots and all. All of a sudden there was a big hole in the ground, and in the sky there was sunlight and shade in new and different places.

Now we had enough cash on hand to live on for a couple of years – with a little belt-tightening – and it was time to live the dream of creating a great business together.

Brad Dobson

Brad Dobson is a co-founder of the Path to Profit Academy, and husband of Minette Riordan. He handles all the techy stuff and shares parenting duties. He is a 2-time marathon and 2-time Ironman finisher and for some reason enjoys endurance athletics. After 25 years in the software industry he quit his job to become an entrepreneur alongside Minette.



About Brad Dobson

Brad Dobson is a co-founder of the Path to Profit Academy, and husband of Minette Riordan. He handles all the techy stuff and shares parenting duties. He is a 2-time marathon and 2-time Ironman finisher and for some reason enjoys endurance athletics. After 25 years in the software industry he quit his job to become an entrepreneur alongside Minette.

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