You must download "openssh" from Cydia/Rock
Part 1
Next, download tools that you need (either one)
1. Winscp (Wifi) DOWNLOAD LINK
2. Winscp (USB) DOWNLOAD LINK
3. iFunbox (USB) DOWNLOAD LINK
Tutorial for Winscp (WIFI)
1. Open Winscp
2. Select New connection
3. Enter IP adress
4. Enter username (root)
5. Enter password (alpine)
6. Select Login
7. If there is no connection, try SCP instead of SFTP