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I've been using the same 13" macbook pro for 7 years and I'll likely upgrade ASAP in 2021 as well. What makes me hesitant to upgrade is the fact that my 2560x1600 screen is still better than most of the market, the new macs are overpriced with shitty specs (especially RAM and SSD unless you drop an extra 800$ or so) and won't support installing other OS except on the Intel models, and the fact that Apple laptops in my experience really kick ass in terms of build quality in spite of their shortcomings.
So I can get an Intel mac which are being discontinued, one of the new ARM based ones which are going to be teething a new processor architecture and won't support Windows 10 partitions, or go with a Windows native laptop. I'm currently leaning towards the latter, though if W10 could install on the new macs I'd probably save up for a properly spec'ed one and try to get another 7 years out of it. Macs come with a lot of nice-to-have features like the backlit keyboard, top tier screens and magnetic power adapter so by the time you find alternatives with every feature you usually pay a lot either way. Most likely I'll keep an eye open for a solid AMD laptop with a decent GPU and hopefully pay under 2 grand.
You'll generally find 3 main market segments:
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-Go for the thin/light form factor and have shitty specs and build quality, often hybrid tablet things where the keyboard is an afterthought. The plus is that these tend to be fairly cheap overall since it's cheaper to make "minimalist" designs than robust ones. Beware models lacking the needed ports and whatnot; it's apparently become acceptable to have no standard USB ports, SD slot, Headphone jack, etc so buyer beware if any of that is important to you; although you can get most of that via a dongle. One external monitor support will be pretty standard on stuff like this. You may also have to give up a precious USB-C or thunderbolt port to do so. This would include models like the LG Gram or Macbook Air.
-Go for the GAMER market, have bulky and loud aesthetics and high refresh monitors (which I'm not using it for) and almost always be limited to 1080p. However they tend to have good specs for the money and generally can offer good value for an above average feature set. Getting 2 external displays plus the native one is fairly common if the model has a good GPU, which arguably makes a major difference compared to the other specs. Being bulky is also a plus; usually you'll have better thermals and battery life under heavy use compared to a daintier form factor since they often have better fans and heat sinks. Having the best CPU and GPU doesn't matter if you can only run it at 60% due to heat, and production workloads will benefit from a robust design. There are plenty of brands in this segment including MSI and you should be able to find prices ranging from 800-1400$US, I don't really know how to steer you except to say Razer has shitty proprietary software you should stay clear of (though apparently their hardware is fairly good).
-Go for more of a loaded workstation. I can have my 4K screen, plenty of RAM and a beefy CPU as well as lots of ports and a nice keyboard and battery. The catch is that they cost a lot for something that's a supplementary device.
Personally I'd probably go for the gamer ones, they'll have good specs for cheap and more than the minimum features. Some things like high res screens and above 16GB memory though, you may have to pay for, along with a decent size SSD.
One which I was looking at that intrigued me was the Asus Zenbook Duo/Pro Duo. The main difference is in the CPU and other specs, and the pro has a 4k main screen as opposed to 1080p. The issue is that the pro is more in the 2500-3000$US range and seems a bit expensive for the specs (I didn't see a lot of available models on the Canadian newegg listings, possibly just a temporary shortage). the non pro is available with 16GB RAM around half that, but still at the higher end of your budget and not inclusive of all your features.
The cool part about both models is that they have a second full width screen. This might make the keyboard and touchpad a bit more cramped, but it seems really nice for multitasking and should have touchscreen/stylus support. I'm not sure if it has a backlit keyboard or not. For light production work I have to think this second screen would be a nice plus though. It may not be the most budget friendly and dropping down to a 1080p screen on the more affordable one might hurt, but getting 2 screens built into a normal form factor could be an interesting alternative or enhancement to a multi monitor setup.
I can't vouch for ASUS personally and haven't seen a ton of reviews, but this model stood out to me as something rather unique in a market full of similar setups.
I have to say, looking at what's available now it seems very picked clean. I'd consider holding off until at least after CES in January and perhaps there will be more options. Or perhaps you could get something open box right after Xmas if you keep a sharp eye.
For the one you posted, it has a 6200u processor, which would be pretty solid for web browsing and minor tasks but probably not much different than a 4th gen i5 for video editing. The big issues I see with it are the 720p screen, only 256GB SSD and the processor only having 4 threads. For that it really would only be well suited for more of a full sized netbook sort of role IMO.
I'd say you want 4 cores/8 threads at a minimum for it to be a nice upgrade, and 6 or 8 cores would be a big bonus for editing since more cores and threads tend to help for that. However if you decide the production work isn't as important, then it should give you a lot more options and lower price range.
https://www.cpubenchmark.net/laptop.html#cpumark
The chart isn't totally complete but you can get a good idea of how things will stack up in thread intensive workloads like editing. You can also compare specific models not found there by googling them since not all get added to the chart.
When it comes to web browsing and basic tasks in Windows you're not likely to utilize more than 2 or maybe 4 threads, and clock speed will have more of an effect. Those extra cores can still help with multitasking. Getting a cpu with a 20k score won't change much for browsing Reddit but in production workloads it could scale things like rendering by nearly as much as the score reflects.
Good ones to target as a nice significant upgrade from a 4th gen i5:
-intel 8565u or 8550u, both available on a range of models
-intel 8750h, or 9/10750h, these can be found on many gaming laptops like this one:
https://www.newegg.ca/aluminum-black-msi-gf-series-gf65-9sexr-436ca-thin-gaming-entertainment/p/N82E16834155408?Item=N82E16834155408&Description=GF65&cm_re=GF65-_-34-155-408-_-Product
(This model seems pretty good spec wise and it's available in a lot of variations, I haven't looked much at reviews though.) This is probably one of the stronger CPU options for both clock speed and the fact that it's 6c/12t.
-any ryzen 3000 or higher with 4+ cores, even 2000
-most intel 10th gen or higher, some of the U or especially Y suffix denotes lower power usage CPUs so they will tend to be less useful for full workloads in some cases.
-anything over 5000 points on the chart in general
The only i5-4xxx on the chart is around 1800 points, the 6200u from what I can tell is at 3000 so it should be an ok upgrade for day to day tasks, but you'd notice a big difference in editing if you went for something a bit higher. There should be benchmarks more directly suited to things like Premiere if you were interested in that aspect of performance.
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https://www.newegg.ca/black-msi-gf-series-gf63-thin-9scx-005-gaming-entertainment/p/N82E16834155354?Item=N82E16834155354&Description=msi%20laptop&cm_re=msi_laptop-_-34-155-354-_-Product
This one is sub 1k$ Canadian, the CPU will have around 7000 benchmark points, it has a built in GPU which will help modestly with some editing tasks, and the RAM and SSD are both upgradeable. There are other configurations if you can find it with closer to the specs you want. Plus you're not paying for a 144hz screen but still get HD resolution. Another 8GB RAM seemed to cost around 50$ US for a matching stick to the included one.