I was cleaning out my "garbage" folder today and ran across some older pics of C. While I had been interested in photography for several years prior to this (using auto settings), I started getting interested in really LEARNING photography the spring of 2006.
I took this photo of him in April of 2006. He was sitting on the floor right next to our living room window. My main goals were working on focus and getting good light in his eyes. I was THRILLED with this photo! I posted it for CC and all it's technical shortcomings were made clear to me. I had no idea what half of them were at the time (what does *blown out* mean?), or how to make them better, but I kept plugging away at it. Looking at the file name I gave it makes me smile, I called it "best version."
APRIL 200650mm lens @ f/2.5 (compare the facial distortion on this to the later images. THIS is why people do not recommend using the 50m lens length for portraiture)!

The following February I did some quick headshots for C outside, on the side of our house. I think he ran home from school one day to do them, he needed them for something specific and we were running out of time to get them done.
I blew out the reds so badly that we had no other choice but to convert to B&W. In hindsight I see now that I am not a huge fan of broadlighting, and for C it doesn't really accentuate his facial structure well.
FEBRUARY 200785mm lens @ f/2.4

Then in January 2008 we needed to do headshots for his college auditions. He really wanted someone else to do them, but to be honest, I put my foot down about spending the money to hire someone else. I had just started using lighting indoors at the time, and we played with that a bit, but he really wanted outdoor pics. It took several different "sessions" (both of us were stressed about them) and probably 300 or more shutter clicks to get one he was satisfied with. This also was taken outside our house.
JANUARY 2008105mm lens @ f/4

The last headshots were when he was home at the holidays this past December. He wanted a headshot that wasn't so serious looking at the one the year prior. Looking at this one now I see just how much his face has matured in less than a year. This session was in our garage with my flash off camera in a 50" Wescott Apollo softbox. I had just gotten this softbox and was still getting the hang of using it. This session was the quickest and most painless (that mom/son dynamic did not rear it's ugly head)we had ever had. 30 minutes and we were done.
Looking at this makes me see how much I still need to work on lighting, and getting skin tones consistent, and also makes me realize just how badly I need a hair light! At our old house I did "studio" pics in our dining room. It had high windows which worked as a natural hair light. Boy I miss those windows!
DECEMBER 2008105mm lens @ f/3

When I look at all of these, despite all their technical shortcomings, I see how far I have progressed, but I also see how much I am still learning - and will likely always need to learn. It kind of drives home to me that photography will always be a journey for me....
PS: the head swap yesterday was the guy in the brown shirt in the middle (nice job Becky!).