Don't worry about straining unless you're a commercial brewer. The trub will settle out and you can leave it behind in the fermentor. At least that's what I do.
I hear you but I repitch quite a bit and try to keep my yeast as trub free as possible.
I do the same regarding the yeast. I use the paint straining bags and they work pretty well except when there is a ton of hops. The bag gets clogged and retains a ton of wort so you have to work it from side to side in order to filter it through. Takes some patience and time but works pretty well.
When bottling a dry hopped beer, I also use the paint strainer bag in the bottling bucket to get suspended hops that have not settled out.