I just stopped using a financial planner and transferred everything to a Roth IRA in vanguard. All holdings across roughly a dozen stocks and funds came over exactly as is which is to be expected. I have two questions as I get ready to sell all holdings to then put 100% of my money in a vanguard target date fund: 1. Should I just sell it all on any given day or do I try to pick a good day or price for each holding (is the later considered timing the market and frowned upon)? 2. When I sell everything, since it's in a Roth IRA I won't be creating any kind of taxable event or problem scenario right? Thanks!