QUOTE(LivingStone @ May 8 2008, 11:59 AM)

The archdiocese that I grew up in isn't entirely ideal: The lay people are generally liberal and progressive across the board. The cardinal is amazing and is slowly fixing a broken diocese. Many of the priests (holy as they are) seem progressive which makes me very uneasy at times (meaning that I at one time or another wonder whether Mass was valid...).
A neighboring diocese (lay and priests) is much more conservative and traditional in terms of standing in line with the Holy Father.
Well, the most important question to address is... do you root for the Cubs or White Sox?
Or maybe I'm not as a smart as I think I am. Since you weren't criticizing the archbishop or anyone who could be personally identitifed, I like to play the Guess That Diocese game.
QUOTE(LivingStone @ May 8 2008, 11:59 AM)

1st Question: Am I even allowed to discern two different dioceses or do I become a seminarian for the diocese I grew up in?
You shouldn't attempt to actively discern with two dioceses, but there's no reason why you can't contact both vocations directors and learn more about them, maybe go to a few meetings to meet other discerners and seminarians, and use that experience to pray and see which way God could be calling you. You can find faithful, orthodox diocesan priests anywhere if you look hard enough. Being able to talk with one of them should be very helpful, especially since you'll need support from like-minded seminarians and priests if you do go that route.
QUOTE(LivingStone @ May 8 2008, 11:59 AM)

2nd Question: If I can discern, can I choose one diocese over another because of its faithfulness to the Holy Father? Am I simply going where I would be comfortable and losing the missionary mindset I must have? Should I go I would be comfortable so I don't "burn out" in a parish in the first two years?
Both are valid reasons. At some point, you have to step out in faith and trust that the Church is there as your partner in discernment. If it's not where you should be, you'll find out. I talked to a Dominican priest once who originally discerned with a diocese. They told him he didn't have a vocation. Twelve years later, God called him to the Dominican order. Go figure
QUOTE(LivingStone @ May 8 2008, 11:59 AM)

3rd Question: Ok. This is where it could get complicated: The 'progressive' archdiocese sends their seminarians to a seminary that is known for forming the "progressive" priests, where the traditional diocese sends their seminarians to the better seminaries. One person told me that my first priority right now is my own soul and my own formation, and only when I am fully formed should I lead a parish (forming other's souls). Does that mean that for the sake of formation, I am allowed to discern one diocese over another?
Every seminarian needs to be strong in their faith because, truth be told, your faith will be "tested as by fire" no matter where you go. That said, some men are better able to handle one situation over another. You may not know for yourself until you finally go to seminary. You might go to the orthodox one and find your faith grows lazy and discouraged by things be far less than the ideal you expected. Maybe you'll find yourself more energized as a "missionary" in a place that values progressive post-modern philosphies. Or it could be the other way around. There's no "wrong" direction... long as you're faithful in prayer, discernment, and listening for God's voice.
As an example, one priest I know who took the orthodox-seminarian-into-liberal-seminary route actually left the seminary in rebellion against them. A few years later, their program improved and he returned and was finally ordained.
St. Francis of Assisi was well knowns for his enthusiasm in jumping at the chance to do whatever he thought God had called him to. Often it wasn't what he was actually doing at the time, but we'll always find God faithful to correct our missteps.