I ended up going with a smaller Synology as it was actually replacing a RaspberryPi + External drive setup that was failing.
At the end of the day, the Synology was much more expensive, but for me it was worth the trade-off to have a mostly plug and play setup. I can easily move files around in a GUI. I can setup torrents, even configure it to use a VPN and it all takes minutes instead of researching configurations and managing daemons and processes like I had to do previously.
Edit: Also, don't forget to take into account power consumption when reviewing options. There can be a big difference between running an old desktop 24/7 as a NAS versus a Raspberry Pi.