Re: Indy Wrestling
Definitely start with ROH's old stuff. 2005 - 2008 are all brilliant years, 2004 is also great. I'd check out Danielson, Punk, Joe, Aries and Nigel stuff first since you already are familiar with them from WWE and TNA. Danielson especially is someone who's indie work everyone should watch, he's got that Flair vibe going on (in his title reign especially) and he's brilliant at playing a heel or a face. Don't think he ever had a 'bad' match in that time period.
Some of the feuds ROH put on were so good. Try and check out the ROH vs CZW feud (can't tell you exactly which show it started on in 05, but it finished in 06 at Death Before Dishonor IV in an amazing cage of death match), the Nigel/Danielson rivalry especially considering you like more technical stuff (Their match at the 6th Year Anniversary show is the best ROH match ever imo, and one of the best of the whole decade). Joe/Punk matches go without saying, and look at The Summer Of Punk for awesome storytelling as well as great matches.
Anyway, that's the ROH stuff I's suggest to get someone in to it.