The calculation for me was that I would be paying to do a residency. If I did IBR/PAYE throughout residency, my loan would grow by about $20K/yr due to interestAnother way to drive the point home is to consider your income at various ages.
Say you are 26 at med school graduation ( so relatively young). You are 2-300k in debt because of loans despite living like a broke student. 4 years later you are still living like a broke student and still 2-300k in debt because you are trying to pay back your loans while living on a resident's salary (someone who can run the numbers here on how much headway you can make into paying back loans? Moonlighting will help a lot if possible). So you are now 30 and getting your first attending job (4 year residency is not the shortest but also not the longest). If you do as you propose and pay back $5000 per month which I highly recommend, you may still be living like a broke student until you are 35. It sucks. Especially because as everyone has mentioned, most of the time you are asking your spouse and kids to do it with you.
This scenario may be overly gloomy, but your original proposal of paying back $5k/mo on a salary of $150k is pretty hard living for someone in their 30s with a family, esp if in a high COL area. Monthly budget not going toward student loans is only $2500 in this scenario by my estimate, most of which could easily go towards housing costs.
I remember reading this thread a while ago and thought it was helpful.
http://forums.studentdoctor.net/threads/monthly-resident-budget.1059379/
(Eg. I have 3 interviews at cheaper schools coming up, if I do not get into one of those and go to the school I'm in now: I will graduate with $435K- that is my loans plus the interest that will capitalize after graduation. If I do a 5 yr residency, I will end with $515K before I am an attending)