I don't think I can get into the dubbed version. I personally think the subbed version flows so smoothly, but then again I haven't really given the dubbed a fair shot. I grew up watching the Naruto dub when I was younger, but as I got older I chose the subbed over the dubbed. The only animes I can watch dubbed are the Ghibli movies. I'm pretty sure they're partnered with Disney or something so their voice actors are always phenomenal.
As for watching Naruto again, I'm in the same boat. I think I started watching the anime (from start to finish) in middle school. I forgot a lot about the anime since then. Sometimes I feel like I'm watching it for the first time again because it's been so long. Makes me happy. I always thought about watching it again, but each time I'd skip over to Shippuden. Knowing what will happen and seeing everyone doubt Naruto is satisfying to me. Like yes he is an idiot, but he isn't lying when he says he'll become Hokage bruhhhhI hope most of Shippuden comes as a surprise for you. When I first watched it I had no idea what was coming and it made it a million times better. If you think Naruto is good you're going to fall in love with Shippuden. I usually make a joke out of how much I love Naruto, but it will always be one of my favorite shows.