I have an unusual background. I grew up in West Hartford, CT. I was a math prodigy in high school and was voted most likely to win the Nobel Prize for the Hall High School class of 2000, even though I didn’t graduate with my class. I ended up getting my GED and going to college for half a semester. Then I started working and found that I did a whole lot better when I didn’t have to do any homework. Later in life I was diagnosed with ADHD, and now I can do things that held me back in school, like read (and write) a book.
My first job was with IKON Office Solutions, where I started at the bottom and was promoted 5 times in 5 years, and I moved to Philadelphia for one of those promotions. While I wrote a lot of software for IKON, I didn’t become a full-time software engineer until I went to work for Digital Legal Services in 2008. In my first year at DLS, I wrote Electronic Discovery processing software that saved them $200,000 a year in licensing costs. This was also roughly the first 20,000 lines of code of what later became Minify, and I wrote the other 200,000 lines after moving back to CT, while working from home.
This period of four years when I was working remotely was the most productive of my life, both professionally and personally. I got into outstanding physical condition, peaking in 2012, the year I did 4 triathlons, 4 road races, and a 103-mile charity bike ride.
2013 wasn’t as good a year for me. I was signed up for a full ironman, but at the start of the year, Minify, LLC was formed to market my eDiscovery software. I was a minority partner in Minify, so I decided to give up my ironman training to put everything I had into my startup. Unfortunately, Minify started going downhill due to a dispute between the majority owners. I no longer felt optimistic about the startup, so I moved to Chicago and went to work for our top competitor, Relativity.
Relativity was a fun place to work and I did very well there, but I wasn’t happy in Chicago. I didn’t like living in the city again, and after working from home for 4 years, I didn’t adjust well to going back to the office. I was making pretty good money, but I was sleeping on an air mattress and I had a couch made out of moving boxes.
After a year at Relativity, the owners of Minify and DLS had split and I went back to work for one of them. Working for the renamed DLS Discovery from Chicago, I supported Minify for in-house use while I was working on a complete rewrite for a proposed startup software company.
While I was interested in the engineering and architectural aspect of the rewrite, I missed working with other talented software engineers and it was harder for me to get into rewriting 200,000 lines of code on my own. I had also become depressed in Chicago because I wasn’t that interested in writing eDiscovery software, but I wasn’t ready to give up on my life’s work and start over in another industry. So I left DLS Discovery after about a year.
As for the rest, the short version is that I took a break to pursue my own projects and am now on a mission to find a place where I can make an impact solving problems again. I would say that I could write a book about the longer version, but I already have. However, if you want to read more, the story continues at Doug Osborne DOES NOT QUIT.
Interested in having me solve problems for your company? Check out my resume, software page, and cover letter, and feel free to contact me at DougO1081@gmail.com.