So I came across this article from the Madfientist:
http://www.madfientist.com/after-tax-contributions/After reading it, it's clear that the key to making this work is being able to make in-service withdrawals to move post-tax 401k contributions into your Roth IRA before it starts growing so that upon withdrawal you don't pay taxes.
Here's my situation - I'll make my $18,000 contribution to the 401(k), I'll get a $5,000 employer match, and I can contribute an extra $30,000 thousand post-tax to my 401(k) since the current limit is $53,000.
Here's where my question arises - I read the FAQ's on my employer's intranet and it says I may receive a distribution on up to 50% of my account balance at any time. Obviously, a 100% distribution would be easiest since I'd just move all my post-tax 401k contributions into my Roth IRA. Since I can't do that, should I just do a series of 50% distributions of the $30,000 of post-tax 401k contributions (i.e. take a $15,000 distribution on Monday, a $7,500 distribution on Tuesday, $3,750 on Wednesday, $1,825 on Thursday, and $912.50 on Friday)?