Welcome Kit! I was sort of where you are now a few years ago. When I got back into biking, I started with a mountain bike and then moved on to a Trek FX 7500 (earlier version of what you have now). I was happy with that for a few years but ... as I got better and started riding more event rides and with other people, I wanted to go farther and faster. So, the FX is now my "beater" bike and my pride and joy is a Trek 5200 (new version would be the Madonne 5.2). Having a better machine really does improve your comfort and the joy of riding. BTW, I am in my mid-40s.

I know you don't want to spend that much (my bike is all carbon with Ultegra components). My DP recently got back into biking and graduated from a bike similar to the FX to a Trek 2.1 WSD. She loves, loves, loves it. The fork and seatpost are carbon so comfort is improved and she spent around $1500 for everything: bike, helmet, shoes, water bottles.... (her bike riding days had long been dormant). Another important step - she got fitted for it. So, is it worth it? That's an individual choice, but for many, the answer is yes! Whatever gets you out on a bike the most and keeps you smiling.