I only suggested an RPM or apt-get based distro "to make your life easier" because a lot of Linux users come back full circle to the noob friendly distros. After YEARS of being in the trenches, you eventually get tired of configuring every tiny detail, and just want stuff to work as quickly as possible. I'm okay with having some default choices made for me, and if I want to tweak something I can. The reason I suggested not starting on an Ubuntu or Fedora type distro, which by the way didn't exist when I got started, is because you learn little or nothing by using those. Their forums are cluttered with helpless users pretty much doing a "blind leading the blind" thing, whereas Gentoo, Arch, or FreeBSD forums have TONS of knowledgeable people. There are very knowledgeable Ubuntu users, but they seem to be smaller in number in comparison, and I think they get tired of answering the same basic questions over and over again. You are correct, the conventional logic is to start with an easy distro then work your way up to a harder one. However, since you really don't learn much on those, I argue that you should do it the other way around. If you want to make your life easier by using a less technical distro, at least you won't be helpless when stuff goes wrong or you want to customize something.
Package managers aside, any of the more technical distros like Gentoo, Slackware, Arch, or even FreeBSD - which I mentioned earlier isn't even Linux but BSD instead, will encourage you to learn the nuts and bolts of your OS. This way, you won't be making posts about "How do I install the newest flash and Oracle Java instead of OpenJDK(not compatible with certain apps)?", "How do I connect to a Windows share?", or "How do I setup my printer?", etc. Obviously a lot of this stuff is automated by Ubuntu type distros these days, but what do you do when something goes wrong, or you have some special need? There seem to be a lot of Ubuntu users who never even learn simple troubleshooting commands like dmesg or lspci for hardware, manually mounting drives using the mount command, simple networking stuff with ifconfig like changing MTU for QinQ VLAN tagging for GNS3 with a breakout switch, etc. That's the reason I suggested trying a more technical distro first, because it forces you to learn stuff like that. You could use Ubuntu for a very long time and never learn anything about what happens under the hood.
Arch is definitely a nice distro, I used it for about a year, and I have nothing bad to say about it. I actually found it nicer than Gentoo which was my previous favorite. If you are happy with it, and have time to play with it, there really isn't a reason to go back to an easier distro. I just don't have the time or desire anymore to dedicate to setting up a system from scratch, compile my own kernel for performance and specialized needs, put a custom splash image on my bootloader, constantly tweak the hell out of it, etc., when I buy a new laptop. Imagine taking the time to HEAVILY tweak a machine over a long period of time, then getting a new machine that you want to behave the same way. For me it makes me cringe because it's like starting all over again, just with newer and nicer hardware. Crunchbang is a happy medium. It isn't completely bloated like Fedora or Ubuntu have become, the default choices are mostly good(openjdk doesn't work for certain business apps for me, so I skip it and install Oracle instead), and I can have a new system up and running within an hour. I also don't get tempted to constantly tweak it just because I can. Finally, as far as package managers, they are all pretty much the same to me. You could argue to death about why one is better than another, but at the end of the day, all they do is resolve dependencies for you and limit the amount of manual work, along with giving you a database of what's on your system. All of the package managers eventually will mess up and leave you with minor issues that need to be manually resolved. Obviously Arch will arguably give you more bleeding edge packages than Debian, but with Debian you get arguably more stable packages.
So there you have it. There is hopefully no more ambiguity about what I meant earlier.