My kindle was displaying a message saying
Connect your kindle to a power source and charge it until this screen disappears. This may take up to 30 Minutes
If you continue to see this screen after charging, you will need to reset your Kindle. Unplug it from the power source, then slide and hold the power switch for 15 seconds.
In short, both did not work, Once plugged into a charger, The orange light will come up for a few seconds, then it will disappear, my charger LED will also turn off meaning no power is being drawn, resetting did not resolve it either as it seems there is absolutely no power in the battery, considering that i have left it for months without use or charging.
So, the solution seemed to be heating it up a bit against an electric fan heater (Few seconds, don’t make the kindle hot), then plugging it into a charger kept the orange light on, the orange light flickered for a few seconds after plugging it in (Obviously not a “by deign” kind of flickering).
Also worth mentioning that one of the chargers works better than the other, after the heating, one of the chargers (Larger capacity) seems to hold the orange charging light steady, while the smaller one seems to fail within a few seconds of plugging it in (orange light goes out)
Now, it seems to be charging, the battery empty page refreshed, but still gave a battery empty page, then a few seconds later, what do you know, that battery empty screen disappeared and the kindle initiated a boot sequence (The normal screen that appears when you start the kindle with a progress bar) (If this does not happen after 30 minutes of orange light lit up, You might want to consider resetting it like the kindle says).
This is one of the very old kindles, It dates back to many years ago. In the footer of the menu, it says kindle 3.3, on the back it says (Kindle model number D00901), But i am not really planning to invest time finding out what this kindle is called, it is the one with the keyboard
Source of the problem, a theory, Lithium batteries have a cutoff charge, meaning, devices leave some power in a battery (And consider it empty, switching themselves off before a complete drain) because if the voltage goes below that threshold, it can be dangerous to recharge.
Heating probably registered some voltage on the battery convincing the kindle to charge it.
The 3-4 seconds of mild flickering is still a mystery though.
Final note: Once the kindle booted, both chargers seemed to work just fine.