Are you trying to wind the bobbin or just dropping it into the bobbin case and bring up the thread?
To wind the bobbin, place the spool on the pin and secure it with the spool pin cap. Pull the thread and pull it through the thread guides. The first guide is accessed by going around it and then pulling the thread under it. Go under the adjacent guide and then wrap the thread counter-clockwise (when facing the front of the machine) under the next guide to bring the thread back to the bobbin winder. Hold the bobbin with the hole up and pull the thread through that hole. Push the bobbin winder shaft to the far left and place the bobbin on the winder pin. Push the bobbin and winder shaft to the right until it clicks. Hold the thread and start the sewing machine. It will automatically stop when the bobbin is full. Move the bobbin winder shaft and bobbin to the left and take the bobbin off. Then cut the thread to separate the bobbin from the spool thread.
To put the bobbin into the bobbin case and bring up the thread:
Make sure that the needle is in the highest position (use the handwheel). Then open the bobbin cover by pressing the release lever to the right and then lifting up the cover. Hold the bobbin with the hole up so that the bobbin turns counter-clockwise when you pull the thread. Drop the bobbin into the bobbin case. Pull the thread into the slot just to the left of the bottom center (6 o'clock on a 12-hour analog clock), of the bobbin case. Place a finger on top of the bobbin and pull the thread to the left until it stops at the slot between the 7-8 o'clock position. Now pull the thread along the groove in the needle plate to the thread cutter. Replace the clear bobbin cover. The thread should be pulled up by the needle thread without any additional effort. (If it isn't, there may be a problem with the bobbin case or race.)
Singer has the manual for the 7469Q on their site: http://www.singerco.com/support/instruction-manuals
. The direct link to the manual is http://www.singerco.com/uploads/download/549_7469_efs.pdf
. Winding the bobbin is on page 16; threading the bobbin at the bobbin case is on page 18. These pages have good pictures to go with the descriptions.
I hope this helps.