option 1. start residency at typical resident's salary owing 100,000.00 or more possibly.
option 2. start residency at typical resident's salary owing NOTHING!
Yeah, that pretty much sums it up. In the end, it's up to you, many people have chosen the first option, many others have chosen the second one.
At 21 or 22 it probably doesn't make a huge difference; on the other hand, it will make some difference to your life at age 28 or 30, after you graduate. Because by 28 or 30, lots of us are starting to think marriage, family, buying a house, etc. So the difference between owing $0 and owing $100,000 is much bigger at age 28 than it is at age 21. It does become a hardship and something you have to deal with (an emotional stressor, if you will), especially if you can't wait to buy your first house. I'm really very glad that I won't be getting married with a huge debt-- finances are a bad enough stressor without that. Being debt-free is a huge perk, especially once a significant other/spouse (+/- children) are involved.
On the other hand, a Top 5 school could give you a little extra boost toward getting a residency interview. A lot depends on what you want in the end, after you graduate-- for example, if a top academic residency program is more important to you than, say, where you want to live, or if you want to go into an extremely competitive specialty.
I don't think the "alumni connection" for your children is worth the money (sure, might help a little for an Ivy League, but being a UCSF or Hopkins med alum ain't gonna get your kids into college, sorry-- best you just buy them those SAT prep books).