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I think you're in the right community! Don't let anyone tell you to shy away from asking curious questions. (well, unless the question is also bigoted, illegal, baiting, sealioning, or otherwise disingenuous)
I'm not an electrician in any jurisdiction, but one answer for why two 2-meter (~6 ft) extension cords in series is inadvisable compared to a single 4 meter cord is that it's not an apples-to-apples comparison. Longer cords necessarily have to be built differently than shorter cords, not only because of electrical codes (eg the NEC in USA) or product safety specs (eg UL, CSA) but also being well-designed for their expected use. There's also the human aspect, which all good designs must account for as well.
Here in the USA, common extension cord lengths are ~2 m (6 ft), ~7.5 m (25 ft), ~15 m (50 ft), and ~30 m (100 ft). Of those cords, the common wire gauge used might be 18 AWG (~1 mm^2), 14 AWG (~2 mm^2), 16 AWG (~1.5 mm^2), and 12 AWG (~3.5 mm^2). I've intentionally rounded the metric units so they're more analogous to common wire gauges outside the USA. Finally, the insulation used can be anything from "thin, indoor only" to "heavy, abrasion and sunlight resistant". And while the USA technically has a boat-load of AC connectors, the grand majority will use the standard 2-pin or 3-pin 120v connector, formally known as NEMA 1-15 and NEMA 5-15 respectively. What this means is that chaining extension cords is both possible and somewhat common. The problem is one of mismatched designs.
From a cursory search on the website of a major USA home improvement store, the smallest wire gauge used for a 100 ft cable is 16 AWG. The largest is 10 AWG (nb: smaller numbers mean bigger wire). That thinner cable is marketed for outdoor use. The thicker cable indicates its use "indoor/outdoor" and for heavy-duty applications. It is also branded with a major power-tool company, which would be appropriate as power tools often draw high current.
Whereas looking at 6 ft extension cords, most are 16 AWG but a few were 18 AWG (thinner than 16) or 14 AWG (thicker). But I could not find any thicker cables than that, certainly nothing that uses 10 AWG (~6 mm^2). The "heavy duty" cables of this length also used only 16 AWG wire.
Because electrical resistance is additive in series, and because Ohm's Law governs the voltage lost at the end of a cord, the use of insufficiently large conductors can cause voltage issues for high-current appliances. Appliances for USA-spec generally require 120 Volts +/- 10%, with utilities aiming to provide 120 Volts +/- 5% from the outlets. This means a "sufficient" power cord should not have a voltage drop of more than 6 volts, give or take. Of course, a high-current appliance will also cause a larger voltage drop than a low-current device, so we only consider the former case.
For a machine that draws 12 Amps attached to a 100 ft extension cord made of 18 AWG wire, the voltage drop would be 15 volts. This is bad for the machine, which now sees a lower voltage than expected. Had the cord been made of 12 AWG wire, the drop is an acceptable 3 volts.
So if you're operating construction tools, it would be a terrible idea to use three random 6-ft cables, and you should instead use a single 25-ft cable. Even though it's longer than you need, the fact is that most 25 ft cables use thicker conductors, which reduces the voltage drop overall.
But there's also that peaky human factor. Sure, there would also be more connectors which could come loose, but the really pressing issue with daisy chained cords is when people do that indoors, because they only have light-duty 6 ft cables handy. And for that Christmas tree, they need to use attach three cables together to go beneath the hallway rug.
This is essentially the worst-case scenario: using thin conductor cords, with thin insulation, underneath very flammable household surfaces, which are also trodden upon by foot traffic. Every step on that cord weakens the insulation and fatigues the conductors. Over time, the conductor becomes thinner where it's being fatigued, and this increases the voltage drop. An unfortunate result of a voltage drop is that it generates heat. For a cable which is uniformly thin, this heat is spread over the whole length. But for localized conductor damage, the heat is pin-point... directly under a flammable rug.
In the USA, some 3300 house fires started from an extension cord. Because these cords are not within the walls, they are usually beyond the control of often-strict building/electrical codes, something that's been critiqued by a prominent YouTuber. The US CPSC even goes so far as to create memes to promote their messaging that space heaters -- a common, high-current appliance -- should not be used with extension cords or strips.
Of course, from an electrical perspective, even a ten-long chain of dinky extension cords would have no problem powering just a single LED night light. But it's reasonable to ask: 1) is this just asking to be struck down by fate, 2) are there better alternatives like thicker/longer cords, and 3) why isn't there an outlet where you need it?
(There's also a scenario where too long or thin of an extension cord can cause a circuit breaker to fail to trip during a short circuit, but it's fairly esoteric and this post is quite long now)
In short, the blanket recommendation to avoid daisy-chaining cords is to avoid the nasty and sometimes fatal results when that can go wrong, even with it might not always play out that way. There's almost always something safer than can be done than daisy chaining.
+1 for technology connections video. Was going to post the same link.