You can have a numbered checklist in Trello, but it's manual, so you have to write the numbers in yourself. The way I have worked around this is to create a numbered list in Word (or another programme) with the numbered list formatting, then copy and paste the list when I'm happy with the list order.
This works unless you need to add another numbered item in the middle, then the numbers would be out of sequence.
This is the only way that I know to get a numbered list into a checklist, sorry I couldn't be more help
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