If you want to stick with Garmin then the 530 is a very well received device.
Many stick with a brand they have been happy with; I totally get that,
Garmin still deserve to be a popular choice although
Wahoo have also become very popular and rightly so, they are impressive. There are others,
Bryton, Lezyne and
Hammerhead, are three that spring to mind.
As for planning and following a course software evolves and there are quite a few free options, you'll generally find one that you like then only change when one you get frustrated when one of the free features that you have been enjoying is moved to their premium version that you then have to pay for. Popular course planning software that all have a free version include
Komoot.com,
mapmyride.com,
alltrails.com,
ridewithgps.com, as well as
Garmin Connect.
In 2020 I normally use the free version of
www.alltrails.com (was
GPSies) to create the course and add to my old
Garmin 810 via usb, unlike Garmin connect their software navigates roundabouts and one streets correctly as the former shares routing with runners so may not; overriding these on route can be annoying for both rider and GPS unit, if frequent enough the latter may even crash; annoying the rider even more! I've found
www.alltrails.com quite user friendly, a course is intuitive to plan, then edit if needed. The user experience is very similar one of the most popular which is
www.ridewithgps.com, but with the added bonus that you can add your own notes in the form of a 'waypoint'; like 'café', 'bikeshop', a feature that is no longer free with
ridewithgps; hence my switch to A
lltrails. One handy feature I like is you can toggle between 'hiking-cycling-driving' when creating, so you can switch to 'hiking' if you want to take a shortcut over a footbridge for example then back to driving if you want to stay on roads. There are two cycle focused modes, '
Bike touring' may include a smooth trail where as
'Road biking' will be on paved roads and paths that support bicycle access.
I've been using the
Garmin 810 since 2013 and I am still enjoying it now in 2020. I bought it as a small neat device to enjoy planning a course on my laptop, then following that course on my 810 and for that role it has proved ideal. Garmin connect course planning is still poor and way behind the free competition, something I have always found baffling as well as frustrating.
I have no intention of updating as it still does all I want it to, arguably quite impressive for a piece of tech' now 7 years old! I updated
my blog in 2020 as in many ways that review is as much a Janet and John review instructions for myself, but in the context of this thread the updates were about what free route planning software I enjoy using with it; for far more extensive reviews
DC Rainmaker is very thorough. If I was buying one now the new
Garmin Edge 530,
830,
1030 and the older
Explore would all be a consideration although the latter has been left behind a bit interms of battery life. For me the clear winner being the 830, the 1030 is a bit too big for my liking and the 830 I find far more intuitive to use than the 530; the latter effectively a button version of the 830 which is far more swipe screen, that said it would not take long to get the hang of the 530 plus it would save a money and work better when wearing gloves.
Would I still buy a Garmin? Yes definitely; for sure like most tech' it can drive me around the bend instead of navigating me around it but when it works, as it does do most of the time, then I have to confess even though I am a bit of a technophobe I do love it!