I recently did this for a trial run for an autumn oak ale. What i did was take about 6-8 ounces of scotch ( can be any alcohol you wish) and put it in a jar with about 5oz of oak chips and cubes. I let it soak for about 2-3 weeks, agitating it every other day or so. In terms of racking, I would probably go with adding half the chip/bourbon mixture to the secondary and racking ontop of that and then adding the rest on top. My reasoning for this is that i found the oak chips soaked in the alcohol are heavy and tend to go to the bottom. At least this was the case with me. My chips were racked on to and they did not rise to the surface so i had to use a sanitized stirring rod and gently stir upwards to allow everything to be mixed. Again this was in my case, may have been something i did or not. Anyways, the reasoning for adding the second half to the top is so that it may slowly descend to the bottom and a full immersion of the mix can be achieved.
If you are wondering how long to live the chips in the secondary, you will find that everyone has a different opinion on the matter and really it is one of those things to test out. Take a sample after 2 weeks or so and judge from there. I like to infuse my oak for months but that is just me.
I hope this becomes useful to you and not just a waste of your time.