Yeah, at a certain point, it is probably better to invest in a new bike. I lowered the rear gearing on my triple Kuota twice, but I after I got the Guru, with the 34-34, I wanted lower on my other bike, too! Plus, as you do, I wanted more endurance geometry. My bike is smooth as silk, which is why, I am sure, it's called a Silque! I also love the feel of steel and my Guru, which is titanium is smooth, but even though it is custom, I don't like the geometry as much.
2015 Trek Silque SSL
Specialized Oura
2011 Guru Praemio
Specialized Oura
2017 Specialized Ariel Sport