All right, let's see here...
Short term (10-25 years):
1. Develop a SSTO spacecraft. I'm sick of this throw-out-half-the-rocket-every-time crap.
2. ORBITAL FUEL DEPOT. Not only would this be totally awesome, it would give us some idea of how to deal with things like pumping fuel into a ship and reducing fuel tank size.
3. Begin an outpost on the moon. Robots, to habitats, to humans expanding said habitats.
4. Commercial space expansion, so that it becomes truly viable, rather than potentially so.
5. Begin drawing up plans for a serious colony on Mars or its moons.
Medium term (25-75 years):
1. An EXPLOSION of commercial space presence, running the full spectrum of LEO services for customers, both individuals and entities.
2. Serious improvement and development of spacecraft propulsion.
3. ORBITAL SHIPYARD. See above, and add to the fact that you can create ships that don't need to leave a gravity well, and can use said new propulsion techniques. Also, a shipyard on the moon, if viable. This one's a little tricky, because without a lot of infrastructure, I don't see it really being viable to produce complex pieces in orbit. So I guess part of this one is also infrastructure for space manufactuing.
4. Capitalization of resources on NEOs and trojan asteroids at Sun-Mars L4 & L5. Pipe dreams? Maybe. Robotic colonies, though, could send resources constantly if automation and self-sufficiency was up to snuff, and if we can dock spaceships with no human intervention now, I imagine it's within our reach to have constant supply lines to these resources in this time period.
5. General labor allowed to go into space, subsidized by the organization sending them there. A large part of this depends on dropping the marginal costs of spaceflight by leaps and bounds, which I hope SSTO vehicles could do.
6. MARS COLONY GO.
Long term (75+ years):
1. New ways of leaving a planet. The less fuel used, the better. If we can make it so that the engines on spaceships are only used outside of a gravity well, awesome.
2. I want our colonies our moon and Mars to become self-sufficient. It is entirely possible that a colony on the moon will never become truly self-sufficient for manufacturing, but if it can refine raw materials into complex systems, then that works for me. Mars, however, has no excuse. It's got all kinds of resources laying about that we haven't exploited.
3. Plans for manned exploration of Jovian moons. Because that would be sweet.
4. Interstellar probes. Voyager doesn't count. I want us to achieve at least 1/3 lightspeed on a probe, because at the rate Voyager's moving, it will (almost literally) never reach our closest neighbor. Also, I'm interested in the Oort Cloud.
5. A dramatic expansion of knowledge about our solar system, because it's like we're working on a bazillion-piece jigsaw puzzle, and we've found three of the four corner pieces so far. And that's just assuming the puzzle only has four corners. It probably has eight, or twelve, or something crazy like that. Anyway, that analogy is dead. Point is, there's a gigantic riddle that we're not in on, and my curiousity is burning on behalf of my descendants (no, it's not a medical condition).
So I think that was sufficiently wordy, and fairly reasonable given timetables and lots of money.