I just checked Facebook to determine when I actually became positive and it was October of 2014 (i know the actual date it happened, but not who it was - story for another time). I went on a work trip about two weeks after the weekend it happened and had the fuck flu of all fuck flus in my hotel room.
Anyway, to the questions;
I don't regret it and at first, I don't think I was chasing but that evolved. When I started full time barebacking, there was no prep, and so a lot of guys would only reveal they were poz if asked and even then a lot of them would lie. These were also the days of Craigslist hookups and right at the start of BBRT - manhunt was much more prevalent so you still had to hunt for bb versus safe dudes a lot. I started barebacking around 2002 for the first time, then gave up condoms entirely in about 2008. I'd say I avoided guys I knew to be poz until about 2008. I think I started chasing after August 2008 when I remember (and still have the email...see pic) when I took my first poz load knowingly. I was drunk (must have been sunday funday), he was some hot motorcycle riding black dude. I remember being nervous but really excited and horny for his dick and load and I think the switch flipped after that night and I definitely pursued poz guys with more vigor and got turned on more knowing they were. It took six years of a ton of barebacking for me to poz, including party weekends and such where I'd really go out of control. Lots of fun times and hot moments so no, not looking back with regret.
Life impact - now with prep, even when it comes to neg guys, it's far less of a concern it seems than it used to be and I feel like chasing is becoming slightly less underworld than it used to be. And if the neg guy is really that concerned and you're on meds, he's probably ill informed and going to be a boring fuck. lol In terms of the meds, I've had great insurance when on meds so that hasn't impacted me. Having to remember to take a pill every day around the same time with food is sometimes annoying but now there's even bi-monthly shots so it's becoming more of a thing that's just background in your life. In the broader world of straights and what not, there's still a lot of information and stigma about being HIV positive, so if you're open about it, you should be ready for that.
I don't think becoming positive in and of itself is sexually liberating, though mentally I think it can be a blocker for people who might want to go to something like a sex party but won't because they are concerned about becoming positive. I know some poz guys who are more conservative than almost anyone. So if you're conservative and a sex party is scary, pozzing won't change that in and of itself. There are also still health matters to consider after you're poz (e.g. STIs), so if you have any holdbacks on feeling liberated, pozzing alone isn't gonna change that I don't think.
P.S. I'm sure "Jason Borne" was not the guys real name (I think my display name was "BB Seattle" or something like that for Craigslist emalis), but I also don't think I ever asked.