Planets are doable with video through the DOB once you get the hang of it. But good idea to start with the moon, single shots, then short videos and stacking. Easy to see and setup, nice and bright, easy to focus. Single exposures will be low ISO, 200 or so and quite short exposures, 1/125 or similar. The moon is BRIGHT !! Get a remote cable to reduce any movement caused by you touching things.
Then you have to figure out stacking for the videos, Registax6 or Avistack, both free. That should keep you busy and frustrated for a few months getting it all right.
Then try the video thing on planets, same process but harder because they are further away and air stability becomes a factor in resolution.
Widefield longer exposures next, you will learn to deal with rotation, trailing and light pollution.
By about that stage you should be on higher pay and committed ....
You have a long journey ahead of you young padawan...
Welcome to the dark side.