With my 1988 Ford Bronco 2 AC conversion it was pretty easy since the compressor needed replaced and so did all the o-rings, orifice tube, and accumulator. I just tore the system apart, filled the new compressor with ester oil to the level that was recommended flushed the whole system out then started reassembling everything adding ester oil as required by the service manual to each component replacing all the o-rings as I went. Once the system was back together I vacuumed it down, added leak detection dye and R134A...that was 2 years ago, system is still working great, and still maintains close to freezing temps at the vents. Many stories you hear of it not working are due to the many DIYers not doing a proper system evacuation, replacing o-rings, etc. then trying to recharge a system that was leaking in the first place...top that off with using those stupid DIY off the shelf recharge cans and no manifold gauge set to monitor the system properly....so now they've done a 1/2 a** job, still have a leak or multiple leaks, and then have no idea how much refrigerant they've added.
I'll be doing another vehicle here soon when the weather starts cooperating better, and I'll follow the same guidelines I did for my Bronco 2, a very methodical disassembly of the system, o-ring replacements, oil replacements, and component replacements if needed. If you take your time and do it right and use the proper equipment it'll work fine for many years....I found that the biggest issue is trying to rush through the job and not properly sealing the system.
I also have the 608 certificate which I did prior to doing the conversion on my Bronco 2 which wasn't working to begin with and the whole system had been compromised due to several o-rings leaking (yes I played with the system prior with leak detection dye to find out where the leaks were)...I do plan on getting my 609 at some point as well...can never hurt to know this stuff anyhow. My only issue is I hate trying to work on many of these newer vehicles due to the lack of working space and the location of the compressor if one needs replaced, its just a PITA, otherwise I wouldn't mind doing the work for people as a side job.