[Say, it isn't that bad!]

My current initial thoughts on a timeline are:

TL9:
1) Mars and moon colonized.
2) Asteroid mining.
3) Inner belt and moons of Saturn get stations and settlements.
4) Settlements spread to outer belt, Neptune, and Uranus.
4a) Some lunatics build a few towns floating beneath giant balloons in Saturn.
5) Solar War 1: Bid for Independence: Carriers the Day.
6) Further development of solar system.
TL10
7) Moons of Jupiter colonized.
8) Further development of the solar system.
9a) The Outer Belters declare independence from the Inner Belters.
9b) Neptune and Uranus jointly declare independence from Saturn.
9c) Jupiter declares loyalty to Saturnian government; however, this amounts to not much more than paper support.
9d) The "Mercury Mining Consortium" changes its name to the "Mercury Cooperative Confederacy".
9e) The Earth-Mars Alliance wakes up, realizes they lack modern warships, and promptly start fixing that - fast.
10) Solar War II: Bid for Independence: Battleships Strike Back.
X) The Nope Out Of The Solar System project heads out of the solar system.