I received a Trinket Pro, LiPo board, and 500 mAh battery from Adafruit and Sparkfun's Micro OLED breakout board. I had also ordered a BLE audio board from Sparkfun but they sent me the wrong version. I hope that error will be remedied in time for this contest.
The first thing I did was solder pins onto all the boards and connect the screen up to the Trinket over SPI. A quick installation of drivers and the OLED library from Sparkfun showed everything is working correctly. The Trinket is being powered by the battery and can easily drive the screen. Video of the success below!
I'm going to work on the UI code while I wait for the correct board from Sparkfun.