We like the novel orientation of pogo pins that Wing Tang Wong used in this board design:

ESP8266 Pogo Jig Programming Board

Upcycles D1 Mini Wemos board to create a USB connected ESP8266 Pogo pin jig

This is a board designed to take a WeMos D1 Mini board(with the ESP module removed) and use it as a USB interface with built-in reset/flash functionality for bare ESP8266 modules similar to the ESP-12 units.

The design files are available on GitHub:

 ESP8266 Programming D1 Mini Pogo Jig V1