I Need help with Goals

9 hours a week to train can get you ready for an IM in some cases ........ definitely a HIM.  With 8-10 hours a week you should have no problem creating a training schedule (or working with a good coach to create on) that can significantly help you in attaining your goals.

And remember, aiming for any specific place in a race field (unless you are an elite) is not a realistic goal because you never know who's going to show up.  It could be a freak day and every fasty within 200 miles might show up making you BOP on that given day.  Aim for "attainable, measurable and realistic" goals.  Shoot for a specific time like you are for your Sprint tri.  Say, for the Oly., out of the water in 35, finish the bike in 1:15, run in 55 or something like that (just putting out imaginary numbers, no idea what your capabilities are).  Then you can do that for each event you're planning and arrange your training schedule around that.

I don't know if the goals are realistic for you, but you should get a sense as your training progresses.  I'd echo Daremo's thoughts on goals for the oly & sprint.  Try to set a target for each leg and then see how you're progreesing towards that in your training.  Use the goals as a carrot to help you get there.

As far as plans go, the sprint-to-oly bridge would probably be worth a look after your sprint plan.  At some point you may have to up the running as you'll be getting towards where you'd like to be starting your marathon program.  If you have that kind of time, aren't getting injured and are recovering well enough, you may want to consider gradually adding more running to your plans even earlier.  More frequency will pay dividends both in your tris and the open running races.

What are your past results in a HM? 5k? 10K?

Ok - so your limiter is endurance which is no surprise (It is for most people!). if you aren't using a plan, I reccomend you start to as it will help you train efficiently. Your current 5k gives you a predicted time around 54ish. And that 10k would give you a predicted Half of around 1:54-56ish. Good luck in your training!