Fit in the bucket

Each round has a typical look and feel to it. You need to fit in to get your round done well.

You want to fit in the bucket. If you do!

Value yourself too low and the investors are getting too good of a deal
Value yourself too high and investors won't invest, and they won't tell you why, and your raise will take forever or not happen
Dilute by more than 10-20% per round and you will end up owning too little of your company in later rounds
Raise too much and you can dilute too much as per prior point.
Raise too little and you can run out of funds too quickly.
Don't forget to setup your ESOP!
Model out your cap table too - templates here!!